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$1,115,000
3 Beds ⋅ 4 Baths ⋅ 220226074 MLS
Enjoy single-level living in the desirable Aspen Lakes Golf Community with stunning fairway views and endless potential. This HUD-owned home is ideally situated on the golf course, offering a peaceful setting and an opportunity to create your dream home. The spacious floor plan is filled with natural light and captures beautiful views of the course from the main living areas. A separate guest quarters or mother-in-law unit, located just off the four-car garage, provides flexible space for extended family, guests, a private office, or hobbies. The oversized garages offers abundant room for vehicles, golf carts, and recreational gear. While the home does need repairs and updates, it presents an exceptional opportunity to build equity in one of Sisters' most sought-after golf communities. Just minutes from downtown Sisters, enjoy championship golf, mountain views, miles of recreation, and the relaxed Central Oregon lifestyle. HUD Home sold As-Is.

17084 Lady Caroline Drive, Sisters

Listing courtesy of RE/MAX Key Properties.

$3,500,000
4 Beds ⋅ 5 Baths ⋅ 220225659 MLS
Set on approximately 79 private, forested acres bordering Deschutes National Forest, this custom home near Sisters, OR offers 6,366 sq ft, 4 bedrooms, and 4 baths. The great room's massive river rock fireplace, hand-forged ironwork, and cherry cabinetry set the tone, while the kitchen features Sub-Zero, Wolf, Dacor, and Miele appliances alongside a granite island and butler's pantry with wine fridge. Oak hardwood floors, a formal dining room with French glass doors, and a family room with a Jotul wood stove and Brazilian cherry floors add warmth throughout. The primary suite includes a marble trimmed fireplace, soaking tub, and glass-block shower; a downstairs guest suite and upstairs Jack-and-Jill bedroom offer flexible living. Outdoors, enjoy a private pond, flagstone patio, firepit, and an auto irrigation system supplied by a private well. A nearly 3200 sq ft detached garage/shop rounds out this rare forest retreat, minutes from Sisters and surrounded by developed Forest trails.

67376 Peterson Mill Road, Sisters

Listing courtesy of Ponderosa Properties.

$2,100,000
4 Beds ⋅ 4 Baths ⋅ 220225144 MLS
AN EXCEPTIONAL BLACK BUTTE RANCH RETREAT offering expansive views, exceptional privacy, and easy access to the best of Black Butte Ranch. Meticulously maintained 3,318-square-foot custom home, landscaped two-thirds-acre homesite overlooking the Glaze Meadow practice area. The result is spectacular sunrise views, sweeping golf vistas, and a picturesque view of iconic Black Butte. Enjoy the beauty of the golf landscape -- without the golfers. Experience warm gathering spaces, exceptional guest accommodations, and seamless indoor-outdoor living. Highlights include hickory and slate floors, solid oak doors, circulating hot water pump, three private en-suite bedrooms with radiant heated floors, beautifully updated with a long list of features that enhance livability. 1,000 +ft of cedar decks - with real bolders - are an extension of the home. The Upper Glaze Meadow swimming pool and courts are an easy walk. This is a place to watch unforgettable sunrises and create memories for generations.

13442 Galium, Sisters

Listing courtesy of William Johnson, Broker.

$899,000
3 Beds ⋅ 2 Baths ⋅ 220224918 MLS
This beautifully maintained home features a durable lightweight concrete tile roof, newer windows, fresh interior paint, and brand-new carpet, making it truly move-in ready. The spacious primary suite offers a private retreat with an en-suite bathroom, walk-in closet, and direct access to your own secluded patio and beautifully landscaped backyard. Enjoy low-maintenance, meticulously cared-for landscaping with underground sprinklers in both the front and rear yards. Relax outdoors while listening to the soothing sounds of the backyard water fountain, creating a peaceful setting for morning coffee or evening gatherings. Additional highlights include a spacious two-car garage with 2 workbenches, an outdoor storage shed that stays with the property, and dedicated space for RV or boat parkingâ€''providing plenty of room for your hobbies, toys, and storage needs.

69700 Old Wagon Road, Sisters

Listing courtesy of William Johnson, Broker.

$435,000
2 Beds ⋅ 2 Baths ⋅ 220224808 MLS
Meticulously maintained Fuqua EnerGWise home in The Pines, a desirable gated 55+ community heart of downtown Sisters. Pride of ownership shines throughout this move-in-ready home featuring an inviting open floor plan with 2 bedrooms, 2 baths, and a versatile den/office. A new $12,000 high-efficiency heating and air conditioning system provides year-round comfort. The oversized garage offers abundant storage and includes stairs leading to a finished attic for additional storage. Relax on the private back deck overlooking the peaceful common area. HOA covers lawn care, snow removal, and street maintenance, and residents enjoy access to the community clubhouse. This is low-maintenance living at its finest in one of Sisters' most sought-after communities.

129 N Wheeler Loop, Sisters

Listing courtesy of Stellar Realty Northwest.

$380,000
2 Beds ⋅ 2 Baths ⋅ 220224220 MLS
Located in the desireable 4th Sister Condominiums, this 2 bedroom suite condo is in the heart of Sisters! Bring your designer ideas to this unit that features 2 primary suites, a full kitchen and great room living with a cozy fireplace. The covered deck is perfect for enjoying the lovely grounds or a BBQ. This location offers a fantastic Sisters location close to all the Sister's amenities and outdoor activities. Whether it is a full time residence, a relaxing getaway or an income generating investment this main floor unit is the condo for you!

897 E Desperado Trail UNIT 102 Unit UNIT 102, Sisters

Listing courtesy of Cascade Hasson SIR.

$1,295,000
3 Beds ⋅ 3 Baths ⋅ 220224230 MLS
Wake up every morning to a front-and-center view of the Three Sisters, with South Sister and Broken Top perfectly framed from the primary suite. Set on 6.24 fully fenced, gated, and irrigated acres, this lifestyle property blends comfort, function, and unforgettable scenery. The grounds are ''park-like'' with mature landscape. Rich log-look siding and a wraparound covered porch create classic Northwest appeal. Inside, you'll find a knotty pine kitchen with a center island, gas range, walk-in pantry, laminate flooring, and a propane stove. Two primary suites, a dedicated hobby room, craft/laundry room with built-ins, and an oversized two-car garage provide flexible living. **New composite roof installed May 2026.** The insulated 6,500± sq. ft. shop features LED lighting, 200-amp service, RV parking, two large lean-tos, a custom whiskey bar, and a half bath. Zoned for horses, chickens, and more, this is the complete Central Oregon lifestyle.

17521 Forked Horn, Sisters

Listing courtesy of Central Oregon Realty Group.

$619,000
3 Beds ⋅ 2 Baths ⋅ 220223779 MLS
Located just a few short blocks to downtown Sisters, this lovely Cottonwood Condo has been tastefully updated and is ready for the next fortunate owner. The welcoming floor plan has a well appointed kitchen with solid surface counters, energy star appliances & hardwood flooring. Quality construction through out with solid wood windows and doors, paver patio and upstairs deck with views towards the Cascades. Comfortable living room on the main level with a flex room that can be used as a bedroom or office. Upstairs is a 2nd primary suite, 3rd bedroom & a bonus room with cozy fireplace and private deck. The detached two car garage has plenty of room for Central Oregon gear & two vehicles. Ease of living with more time to enjoy the outdoors & vibrant Sisters downtown out your front door. Community features include Firewise certification, pool, two tennis courts, paths, community center, park & much more. Don't miss this opportunity to secure one of only 5 Cottonwood condos built!

547 W Jefferson Avenue, Sisters

Listing courtesy of Cascade Hasson SIR.

$1,775,000
5 Beds ⋅ 5 Baths ⋅ 220223702 MLS
Indian Ford Meadows is less than three miles from Sisters, a six-minute drive, This property is right on the national forest boundary. Nearly 1,000 feet of fence line runs that edge, so you can ride or hike thousands of acres straight from the gate. Two neighbors share the cul-de-sac. It's quiet here. The double-sawn log home sits on flat, cross-fenced acreage built for equestrian use. Three stalls with runouts, two pastures, a feed shed, and a 60-foot round pen. Renovated in 2022, enjoy heated herringbone tile floors, quartz counters, sage green cabinets with brass pulls, KitchenAid appliances, breakfast bar, corner eating nook. Primary suite over 18 feet square, vaulted ceilings, ductless heat pump, pedestal tub, dual vanities. Second primary suite upstairs, another bedroom and bath. Basement prepped for full finish. Three-car garage, nearly double deep, 40-foot RV garage with roll-up door, mud room, tankless water heater. One-bed ADU and detached studio, both steps from main house.

69566 Paint Brush Lane, Sisters

Listing courtesy of Central Oregon Realty Group.

$995,000
4 Beds ⋅ 3 Baths ⋅ 220223102 MLS
Enjoy breathtaking views of Mt. Jefferson and Black Butte from this beautifully maintained home on 2.33 private acres. Expansive windows fill the home with natural light, while soaring 20-foot vaulted ceilings in the great room and family room create an impressive sense of space. Generously sized bedrooms provide comfort for family and guests, and the recently built covered TimberTech deck offers the perfect setting for entertaining, outdoor dining, or simply taking in the Cascade views. Recent updates include a new roof (2023), exterior paint (2024), built-in Dacor refrigerator/freezer, and Bosch dishwasher. Additional features include dual-zone heat pump and air conditioning with smart-device controls, central vacuum system, propane fireplaces, Hunter Douglas lifetime-guaranteed shades, a luxurious primary suite with jetted tub and walk-in shower, Firewise landscaping, and a 5-zone irrigation system. A rare combination of privacy, quality, and unforgettable Central Oregon views.

70275 Club Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$560,000
3 Beds ⋅ 2 Baths ⋅ 220222746 MLS
Single-level living in Sisters! This thoughtfully upgraded 1,408 sq. ft. home offers the convenience of single-level living, a highly sought-after feature in today's market. Located in a Firewise-certified community with a 2-acre neighborhood park, you'll enjoy easy access to everything that makes Central Oregon special. Just 1.5 miles from downtown Sisters and close to the highly ranked Sisters School District, the location is hard to beat. Inside, you'll find quartz countertops, soft-close painted cabinets, wood-wrapped windows, dual vanities, and a bright, open floor plan designed for comfortable everyday living. Step outside to a beautifully landscaped yard with over 30 feet of backyard depth, perfect for entertaining, gardening, or simply enjoying Central Oregon's sunny days. Additional upgrades include A/C, Tesla charger, generator-ready power, smart home features, and an extended garage. Move-in ready with thoughtful improvements throughout.

1785 W Williamson Avenue, Sisters

Listing courtesy of Nexus 360 Realty.

$849,500
3 Beds ⋅ 2 Baths ⋅ 220222856 MLS
Very private 5-acre country property offers Cascade Mountain views, and room to spread out, with the added benefit of bordering larger neighboring parcels (40 acres and 70 acres) as well as bordering BLM land corner-to-corner. Built in 2020, this light and bright Northwest Energy Efficient home features a great room floor plan, 9' ceilings, abundant windows with views in every direction, heat pump, WiFi-enabled thermostat, stainless appliances, eat-in nook, and laundry room with pantry storage. Spacious primary suite plus two additional bedrooms. Fresh exterior paint, new septic, and irrigation system. Enjoy mountain views from the large 50-year Trex deck, perfect for entertaining. The property includes a large shop/barn with RV plug, attached double garage with furnace, solar exterior lighting, landscaped grounds with native sagebrush, and newly planted apple trees. Close to town, minutes from golf, and no HOA.

69592 Lake Drive, Sisters

Listing courtesy of Kizziar Property Co..

$625,000
3 Beds ⋅ 3 Baths ⋅ 220222258 MLS
Beautiful, lightly lived-in home built in 2022, offering an open floor plan with numerous upgrades throughout.The kitchen features Stainless GE Profile appliances, granite countertops, and ample space for entertaining. The versatile loft provides the option for a 4th bedroom, office, or bonus space. Spacious three-car garage with 8-foot doors and convenient alley access. Enjoy the covered back porch with spa hook-up and a low-maintenance landscaped yard, perfect for easy Central Oregon living. Situated on a desirable corner lot with views of Mt. Washington and a peek-a-boo view of the Cascade Mountain Range. Ideally located within walking distance to coveted Sisters schools, just minutes from downtown Sisters, restaurants, shopping, and endless recreation in the Deschutes National Forest.

702 N Willitts Street, Sisters

Listing courtesy of Stellar Realty Northwest.

$1,200,000
3 Beds ⋅ 3 Baths ⋅ 220222240 MLS
Nestled on acreage with incredible Cascade Mountain Views, this beautifully maintained home, offers the perfect blend of comfort, privacy, and natural beauty. Pride of ownership shines throughout with thoughtfully cared-for spaces both inside and out. The stunning landscaped grounds create a peaceful retreat, complete with tranquil outdoor living areas designed to take in the surrounding scenery. Whether enjoying quiet mornings on the patio or entering guest, this property captures the essence of country living with refined charm. A rare opportunity to own a serene and picturesque setting with space to breathe and views to inspire, less than 15 minutes to down town Sisters!

17584 Mountain View Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$429,000
3 Beds ⋅ 2 Baths ⋅ 220220695 MLS
Good schools, great town, and a home that fits your budget. Located in The Pines, a gated community in Sisters, where a covered front deck sets the tone before you even step inside. This 3-bedroom, 2-bath manufactured home offers 1,432 square feet of comfortable living with vaulted ceilings, new kitchen appliances, and a layout that works. The corner lot is surrounded by common park area on two sides, giving it a spacious, open feel that's hard to find at this price. Out back, a private patio gives you a quiet spot to unwind. A 2-car garage handles all your storage needs. You're just minutes from downtown Sisters, top-rated schools, shops, and restaurants. Central Oregon living, without the sticker shock.

599 N Tam Rim Drive, Sisters

Listing courtesy of Ponderosa Properties.

$430,000
2 Beds ⋅ 2 Baths ⋅ 220220563 MLS
Easy living at it's finest with an upstairs 2 bedroom, 2 bath condominium in Sisters. Imagine enjoying this year round with friends and family with little to no maintenance. In the summer months the pool and hot tub are a welcome sight on those warm days, from spring to fall downtown has many festivals and craft fairs, then in the winter you can cozy up to the fireplace after a day in the snow at Hoodoo, only 30 minutes away. This adorable unit has been updated including new tiled showers, vanities and flooring in both bathrooms with the primary offering heated flooring. A ceiling fan and can lighting was added to the great room. Kitchen is open with a breakfast bar and additional storage over the washer and dryer. Additional features include a large pantry, double paned vinyl windows, additional blown in insulation in ceiling, assigned carport parking, lock out option for a single bedroom/bath, and the community amenities including a pool and clubhouse.

827 E Desperado Trail UNIT 202 Unit UNIT 202, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

$570,000
3 Beds ⋅ 3 Baths ⋅ 220220530 MLS
Don't miss out on this two-story home with private backyard, primary mountain view and 3 car garage. This home is convenient to schools and the festive Sisters downtown. The private, fenced backyard with perennial flowers and raised garden beds feels like an oasis. The first floor's expansive living room, adjoining dining room, and open kitchen with ample counter space, pantry, built-in desk, and half bath add functionality and convenience. The upstairs primary feels luxurious with mountain views, dual vanity and a generous walk-in closet. Two additional bedrooms, each with ample closet space and a shared bathroom. Adding ease and function is the second story laundry room. Enjoy the neighborhood's walking paths, playgrounds, and well cared for community space.

715 N Brooks Camp Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$2,450,000
5 Beds ⋅ 5 Baths ⋅ 220219250 MLS
Rich in character and charm, this 4,615 sq ft home captures sweeping mountain views and offers five bedrooms, a dedicated office and two wood-burning fireplaces. At its center, a beautifully appointed chef's kitchen open to the living and dining, designed for both daily living and effortless entertaining. The primary suite is a serene retreat, featuring a gas fireplace and spa-inspired bath. Enjoy spectacular sunrises and sunsets from the covered front porch and expansive back decks. A 2,071 sq ft secondary structure lives like a private mountain sanctuary, complete with four rooms, a full bath, kitchenette, and a dramatic floor-to-ceiling river rock fireplace. The great room evokes a true lodge feel, with expansive windows framing the ponderosas. Additional amenities include a saltwater pool, infrared sauna, four-stall barn and shop. Bring your animals--this 5.85-acre property is fully fenced and cross-fenced with a gated entry, all just 2.3 miles from downtown Sisters.

69550 Deer Ridge Road, Sisters

Listing courtesy of RE/MAX Key Properties.

$475,000
3 Beds ⋅ 2 Baths ⋅ 220218571 MLS
Experience the perfect blend of mountain-town charm and low-maintenance living at The Pines in Sisters, Oregon's gated 55+ community. This well-maintained, single-level home was originally a Fuqua Homes developer model. Step inside to an open-concept floor plan characterized by high ceilings and lots of natural light. The Great Room: Features French doors open to the rear deck overlooking a peaceful common area. Kitchen: Features a large central island, plenty of cabinetry, and counter space. Primary Suite: Featuring a walk-in closet and a private ensuite bathroom. Additional Features: Three ceiling fans and laminate wood flooring throughout. An attached 2-car garage, extra-wide concrete driveway, and a pull-down ladder leading to attic storage. HOA Perks: Gated community! Monthly dues ($152) cover lawn care and snow removal. Prime Location: Just minutes from downtown Sisters, close to local boutiques, bakeries, dining, neighborhood churches, schools, and trails!

1045 W Collier Glacier Drive, Sisters

Listing courtesy of Avenir Realty.

$1,495,000
3 Beds ⋅ 3 Baths ⋅ 220218568 MLS
Looking for a 6-car heated garage with real shop capacity near Sisters? This single-level home on nearly 5 acres in Starr Ranch has it. The attached garage runs 49.6 by 34.9 feet, heated, with 8-ft doors and room for several vehicles plus ample workshop space. A mudroom connects it to the main house. Move-in ready with zero deferred maintenance, the home carries a luxury modern farmhouse feel. Timber-frame vaulted ceilings and a stacked-stone fireplace anchor the great room. The kitchen has dual sinks, a large island, a walk-in pantry, and quartz-topped shaker cabinets. The primary suite has heated floors, custom cabinetry, and a soaking tub. Ten-foot ceilings run throughout, plus a dedicated office. Concrete patios overlook a fenced yard. The acreage is zoned for horses, though no facilities are in place yet. Starr Ranch is a secluded loop of similar large-acreage homes, five minutes from downtown Sisters.

16055 Foothill Lane, Sisters

Listing courtesy of Central Oregon Realty Group.

$449,000
2 Beds ⋅ 1 Baths ⋅ 220217392 MLS
Don't miss your front row spot on the upcoming Adams Avenue improvements! This income producing cottage (previously a monthly rental) rests on a lot zoned DOWNTOWN COMMERCIAL. Keep as a single family home or investment, or max out the opportunities this property offers! Buyer to confirm with the city potential to divide. Downtown commercial permitted uses may include commercial space, live/work, cottage development, townhome, etc. Sisters is booming and properties like this don't come on the market often. This charming property is awaiting your vision!

243 W Adams Avenue, Sisters

Listing courtesy of Stellar Realty Northwest.

$749,900
3 Beds ⋅ 2 Baths ⋅ 220216304 MLS
Beautifully maintained home on 2.28 acres off desirable Cloverdale Rd in Sisters! This light-filled 3 bed, 2 bath home features a spacious layout with a family room, dining area, and living room featuring a cozy gas fireplace and office. The spacious kitchen features an island, breakfast bar, and a convenient butler's pantry. The oversized primary suite offers a large walk-in closet and ensuite bath with double vanity and abundant natural light. An attached 2-car garage adds convenience. Enjoy outdoor living with inviting front and back decks, perfect for relaxing or entertaining. The property includes a heated shop with an attached dog run, a 30x48 pole barn with 11' clearance, ideal for RVs, toys, or future horse setup and a 12x12 storage shed. While not currently set up for horses, it's easily adaptable. Easy access to Sisters, Bend, and Redmond plus all of Central Oregon's outdoor recreation. A must-see to fully appreciate this wonderful home and property.

17415 Kent Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$650,000
3 Beds ⋅ 2 Baths ⋅ 220215074 MLS
Open-concept, single-level living in Tollgate - minutes from downtown Sisters and endless outdoor recreation! Move right in and enjoy this 3-bed, 2-bath home offering 1,770 sq ft. Great room has floor-to-ceiling windows, and bedrooms with built-in storage. Kitchen with granite counters, a breakfast bar for 2, and a wood-burning stove. Primary ensuite offers a private retreat with a spacious bath and an oversized walk-in closet. Fully fenced backyard, covered patio, hot tub-ready with a hookup and paver pad. An oversized attached 2-car garage with a workbench, 2 storage sheds offer even more space for your tools and gear, and the large paved driveway provides an RV parking area. Plenty of room for your toys! Firewise neighborhood with defensible space! Tollgate amenities: 126 acres of shared common areas, paved walk/bike/stroll paths, saltwater pool, pickleball/sport courts, and access to Deschutes National Forest. Close to downtown Sisters' shops, restaurants, and local events!

69271 Whippletree, Sisters

Listing courtesy of Avenir Realty.

$759,900
3 Beds ⋅ 3 Baths ⋅ 220214766 MLS
Nestled on 1.02 private acres in the desirable Crossroads community, this inviting home offers the perfect blend of comfort, space, and the Central Oregon lifestyle. Surrounded by thousands of acres of Deschutes National Forest, enjoy endless opportunities for horseback riding, hiking, and outdoor recreation right from the neighborhood. Inside, you'll find 3 bedrooms, 3 full baths, a main-level office that could easily serve as a 4th bedroom, and a spacious bonus room for guests, hobbies, or a media room. Large windows fill the home with natural light, while the cozy wood-burning fireplace creates a warm gathering space. The primary suite features its own private deck, and mature trees provide exceptional privacy with room to garden, add a shop, or simply enjoy the peaceful setting just minutes from downtown Sisters.

14450 Mountain View Loop, Sisters

Listing courtesy of High Desert Realty, LLC.

$1,895,000
5 Beds ⋅ 5 Baths ⋅ 220213955 MLS
Rare 45.6-acre private estate in Sisters' premier Cloverdale area, one of Central Oregon's most coveted acreage properties. This turn-key compound offers a 4,230 sq ft main residence with a NEW 2026 roof, 5 beds, 4.5 baths, plus an attached studio apartment and detached ADU. A massive shop, machine shed, and RV/boat storage make this the ultimate hobby ranch or entrepreneur's retreat. 38.7 acres of pressurized irrigation rights deliver exceptional agricultural and equestrian value. Cascade Mountain views frame every sunrise. Flexible floor plan supports multi-generational living, remote work, and extended guest stays. No HOA. Horse property. Minutes to Sisters. Sisters' Oregon acreage for sale, this is the irreplaceable Central Oregon legacy estate you've been searching for. $1,895,000.

69150 Butcher Block Boulevard, Sisters

Listing courtesy of Bend Premier Real Estate LLC.

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