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68830 Chestnut Drive, Sisters
$1,645,000
3 Beds ⋅ 3 Baths ⋅ 220230308 MLS
8.5-acre equestrian property with mountain views and only 3 miles to town! Reverse-living home offers an open upstairs living/dining area, kitchen with gas range, new stainless appliances, island & granite counters, plus office & half bath. Downstairs includes a living area with wood-burning rock fireplace, primary suite, 2 bedrooms, full bath & laundry. The 40x72 barn has 3 stalls with automatic waterers, wash rack, tack room, hay storage & trailer parking. Sand riding arena & fenced pastures. A 30x60 garage/shop offers solar panels, bathroom, washer/dryer hookups, 2 parking spaces, dog run, rear deck & flex space for exercise or storage. Above the garage is 1,000 SF of ADU/office space with a separate entrance. Fenced property includes a medicinal garden, greenhouse, RV hookups & dump station.

68830 Chestnut Drive, Sisters

Listing courtesy of Invest in Bend Real Estate.

14911 Snafflebit, Sisters
$625,000
3 Beds ⋅ 2 Baths ⋅ 220230131 MLS
Enjoy peaceful Central Oregon living in the desirable Tollgate community! Nestled among mature pine trees on a spacious .62-acre lot, this home offers comfortable living space with an inviting great room layout perfect for gathering and entertaining. Fresh new carpet adds to the home's welcoming feel, while the generous lot and beautiful back deck provide an ideal setting to relax, and enjoy the quiet surroundings. Convenient RV parking offers additional flexibility for your Central Oregon adventures. Tollgate residents enjoy an outstanding collection of amenities, including a swimming pool, clubhouse, pickleball & tennis courts, parks, playgrounds, and scenic trails. The community also offers Firewise certification & snow removal services. Just minutes from downtown Sisters, this property offers a wonderful combination of space, privacy, and the Central Oregon lifestyle.

14911 Snafflebit, Sisters

Listing courtesy of RE/MAX Key Properties.

69296 Ladigo, Sisters
$600,000
3 Beds ⋅ 2 Baths ⋅ 220230129 MLS
A fantastic opportunity to enjoy the Central Oregon lifestyle in the desirable Tollgate community! Situated among the pines, this single-level home offers comfortable living space with an inviting great room layout ideal for everyday living. Recent interior updates include new laminate flooring and fresh paint, creating a bright, welcoming atmosphere. The spacious lot offers plenty of potential to personalize the outdoor space and create your own Central Oregon retreat. Tollgate residents enjoy an exceptional collection of amenities, including a swimming pool, clubhouse, pickleball and tennis courts, parks, playgrounds, and scenic trails. The community also offers Firewise certification and snow removal services. Just minutes from downtown Sisters, this property offers an appealing combination of comfortable single-level living, community amenities, and exceptional value!

69296 Ladigo, Sisters

Listing courtesy of RE/MAX Key Properties.

69660 Omaha Road, Sisters
$775,000
3 Beds ⋅ 3 Baths ⋅ 220230084 MLS
Custom quality throughout this 3-bedroom, 3-bath Camp Polk Heights home on .63 acre. The main-level great room features vaulted pine ceilings, skylights, oak hardwood floors, a bay window and propane fireplace. Kitchen offers granite counters, updated appliances, instant hot water, custom cabinetry, pullout shelving, soft-close features and a wagon wheel pot rack. Main-level primary suite has an updated bath with heated travertine floors and a travertine walk-in shower. Above the garage, a 500+ SF bonus room with full bath has been used as an Airbnb rental. Also ideal for guests or a second living area. Fully fenced backyard with mature landscaping and in-ground sprinklers. Two large storage sheds, garage cabinetry, removable metal carport and whole-house gutter guards. Updates include a newer roof, new HVAC, water heater and interior paint.

69660 Omaha Road, Sisters

Listing courtesy of Invest in Bend Real Estate.

205 N Rope Place, Sisters
$725,000
3 Beds ⋅ 2 Baths ⋅ 220230034 MLS
A rare find in Sisters! Single level, open floor plan home with vaulted ceilings on large .56 acre property. Desirable community and walking distance to downtown. The property has ADA access with attached 2 car garage and a separate 864 square foot detached shop. The shop can be operated as a home business and qualifies for a business license through the city.The shop is fully insulated and heated with 220v power and has a connection for water if needed. Pavers comprise a large parking area in front of the garage and shop with considerable RV space to the side. The home is located on a corner lot, mostly fenced, with a huge backyard and plenty of privacy. Partial Cascade Mountain views from the back deck. A unique property with lots of Potential! Come and experience the best of city living!

205 N Rope Place, Sisters

Listing courtesy of Stellar Realty Northwest.

1130 E Canter Court, Sisters
$700,000
3 Beds ⋅ 2 Baths ⋅ 220229940 MLS
New construction in a quiet cul-de-sac near the Sisters Community Recreation Center and just minutes from downtown Sisters. This single-level, 1,883 sq ft home offers 3 bedrooms, 2 baths, and open floor plan with high ceilings, great natural light, sold-surface counters, pantry, wood laminate flooring, and a warm Central Oregon feel. The primary suite includes a walk-in closet and dual vanity. A unique flex room provides additional space for an office, nursery, media room, or whatever fits your needs. The oversized .20-acre lot offers a large backyard, plus gated space on both sides for RV, boat, trailer, or additional vehicle parking. A two-car garage, heat pump with A/C, and fenced property round out this tremendous Sisters home.

1130 E Canter Court, Sisters

Listing courtesy of High Desert Realty, LLC.

18130 Wanona Road, Sisters
$1,775,000
4 Beds ⋅ 3 Baths ⋅ 220229847 MLS
This stunning 10 acre equestrian property is minutes from downtown Sisters. It borders BLM land with access to miles of trails and Whychus Canyon Preserve. Enjoy mountain views from nearly every room of this exceptional Craftsman home. Bedrooms include two ensuites, a third downstairs with adjacent full bath, and an upstairs bonus room for a fourth bedroom or study. The upstairs loft includes a 'cubby-hole' room - a child's dream play area. Interior finishes feature an artisan rock fireplace, hardwood floors, custom tile, and dual water heaters. View sunsets over the Cascades from the huge covered front porch with hot tub. Includes the 2774 SF home, 1675 SF shop/RV building with an additional 400 SF studio (with bathroom and kitchen), and a 1296 SF barn. Property is fully fenced and has two arenas and a serene pond. Recent improvements include new HVAC, new roof, new well, new stain, and new garage/shop doors. This exceptional property is truly one of a kind.

18130 Wanona Road, Sisters

Listing courtesy of Realty First LLC.

69173 Bay Drive, Sisters
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 220229647 MLS
Set against the wide-open landscape of Sisters, this home offers 9.58 acres of privacy, flexibility, and opportunity. Backing to public lands, this property provides exceptional space for an equestrian facility, hobby farm, riding areas, or a private acreage retreat. A brand new roof adds peace of mind, while the location offers easy access to Central Oregon's trails, recreation, and the charming community of Sisters. A rare opportunity to create your ideal lifestyle in a private, scenic setting.

69173 Bay Drive, Sisters

Listing courtesy of Cascade Hasson SIR.

16073 Lower Cattle Drive, Sisters
$629,000
2 Beds ⋅ 2 Baths ⋅ 220229623 MLS
A Little Privacy, a Lot of Personality--Just 10 Minutes from Sisters! Tucked among mature pines on 1.12 wooded acres, this 1,776 sq ft home is anything but ordinary. Step inside to a stunning vaulted great room with exposed beams, warm tongue-and-groove ceilings, expansive windows and a stone fireplace with wood stove insert. The kitchen adds its own character with creative corrugated-metal accents. Fresh paint, new carpet and an updated main-level bath make moving in easy. Downstairs, a spacious knotty pine-finished basement with a second stone fireplace offers room to relax, entertain or pursue your hobbies. Three ductless mini-splits provide year-round comfort. Outside, enjoy covered deck space, peaceful surroundings and the flexibility of access from two public roads. Rustic charm, room to breathe and the convenience of Sisters just minutes away.

16073 Lower Cattle Drive, Sisters

Listing courtesy of Central Oregon Realty Group.

14590 Mountain View Loop, Sisters
$849,000
4 Beds ⋅ 4 Baths ⋅ 220229610 MLS
Sitting on a perfectly maintained 1.15-acre corner lot accented with mature Ponderosa Pines, this beautiful home offers flexible living and newly updated features. Primary bedroom, bathroom and guest bathroom recently remodeled with stunning modern finishes such as radiant floors, tile steam shower, beautiful tile floors, smart LED vanity mirror and soaking tub. The light and bright kitchen featuring granite countertops flows seamlessly into the lodge style great room showcasing warm wood finishes and a beautiful, one-of-a-kind Scandinavian stainless steel wood burning fireplace. Downstairs offers a separate 1200 square foot additional living space which has its own private exterior entrance. It features 2 primary bedrooms each with their own bathroom, living room, separate laundry and kitchen area. A perfect mother-in-law, college student, traveling nurse opportunity or just more space for you. Located 1.5 miles from the highly rated Sisters schools and beautiful downtown Sisters, OR

14590 Mountain View Loop, Sisters

Listing courtesy of Stellar Realty Northwest.

17555 Mountain View Road, Sisters
$825,000
2 Beds ⋅ 2 Baths ⋅ 220229425 MLS
Perched above Whychus Canyon and Whychus Creek, this beautifully remodeled 2,075 sq ft home captures the best of the Central Oregon lifestyle! Just minutes from Sisters, this 2-bedroom, 2-bath home with spacious loft offers stunning canyon and mountain views. Vaulted cedar ceilings, warm log accents and expansive floor-to-ceiling windows bring the outdoors in. The inviting great room features a propane stove, built-in cabinetry, wet bar and new engineered hardwood flooring. Step outside to an expansive rear deck--perfect for entertaining, relaxing and taking in spectacular Central Oregon sunsets. Recent improvements include a newer roof, plus abundant storage beneath the home for all your Central Oregon gear. Conveniently located near Sisters Eagle Airport, this special property offers privacy, natural beauty and an incredible stetting you just have to experience! Home warranty included with sale.

17555 Mountain View Road, Sisters

Listing courtesy of RE/MAX Key Properties.

16010 Old Juniper Road, Sisters
$1,175,000
3 Beds ⋅ 2 Baths ⋅ 220229382 MLS
High-quality single-level home on small acreage with Cascade Mountain view and exceptional construction throughout, including 2x12 rafters, wide hallways and rat slab crawlspace. Vaulted great room features a floor-to-ceiling rock fireplace, cedar tongue-and-groove ceilings and abundant natural light. Quality wood-frame windows and solid wood doors throughout. Primary suite is nicely separated with high ceilings, walk-in closet, double vanity and tub/shower. Second en-suite is located at the opposite end of the home plus a third bedroom. The wood-floor kitchen has a center island, functional layout and good-sized pantry. Large laundry/mudroom plus separate sewing/hobby room with extensive storage. Huge rear deck with covered area. Oversized attached garage with extensive attic storage plus 1,080 SF detached finished and insulated garage/shop with 3 bays. Circular paved driveway and additional RV parking.

16010 Old Juniper Road, Sisters

Listing courtesy of Kizziar Property Co..

1624 W Williamson Avenue, Sisters
$674,000
3 Beds ⋅ 2 Baths ⋅ 220229111 MLS
This one checks all your boxes- and then some! Turn-key, single-level living bordering Deschutes National Forest, with RV parking/hookups, spacious floor plan, and easy access to everything Sisters has to offer. This 1,800 SqFt home features 3 beds and 2 full baths, including a generous primary suite with soaking tub, double vanity, and walk-in closet. The well-appointed kitchen offers a large center island with breakfast bar, dedicated coffee station, walk-in pantry, and plenty of cabinet and counter space. Out back, a private patio faces the National Forest, creating a peaceful backdrop with trails and outdoor recreation close at hand. Gated RV parking alongside the home includes 30 AMP power and a clean-out. Epoxy floors finish the attached 2-car garage, with room for cars, gear, and more. HOA-maintained landscaping means less time on yard work and more time enjoying the outdoors! All of this, with convenient access to downtown Sisters shopping, dining, events, and amenities.

1624 W Williamson Avenue, Sisters

Listing courtesy of Avenir Realty.

16515 Wren Lane, Sisters
$1,650,000
3 Beds ⋅ 3 Baths ⋅ 220228741 MLS
Discover a distinctive retreat on 4.85 pine-acres, where peaceful surroundings meet exceptional space. 10 minutes from downtown Sisters and less than half a mile from access to Wychuss Creek, this unique property offers you space to make your vision of Central Oregon living a reality. The 3,400-plus-square-foot home features three bedrooms, a dedicated office, and a generous upstairs bonus room. Beautiful hardwood floors, updated appliances, a fireplace and a wood stove, a walk in pantry, two bedrooms have direct access to a bath, wonderful walk in closets in the primary and a convenience to everyday living. An expansive wraparound deck offers places to relax throughout the day, with a motorized shade adding comfort to the back porch. Soak in the hot tub, enjoy the water feature, or spend an afternoon playing horseshoes and cornhole. The impressive shop building encompasses approximately 3,200 sf with additional living quarters, 4 roll up doors, office, fp, workshop and storage.

16515 Wren Lane, Sisters

Listing courtesy of RE/MAX Key Properties.

642 N Willitts Street, Sisters
$585,000
3 Beds ⋅ 3 Baths ⋅ 220228043 MLS
Welcome to 642 N Willitts Street in beautiful Sisters! This clean, non-smoking home offers 3 bedrooms, 2.5 baths, plus a downstairs office with a closet that could serve as a 4th bedroom, guest room, or flex space. Enjoy a low-maintenance fully cemented backyard with a cedar chip area, plus double-gated RV parking with room for a small RV, boat, trailer, or other Central Oregon toys. Located in a friendly neighborhood with nearby walking trails and the convenience of walking into downtown Sisters for dining, shopping, coffee, and local events. Enjoy easy access to everything Central Oregon is known for--hiking, biking, fishing, boating, skiing, golfing, lakes, and mountains. Flexible living space, RV/boat parking, low-maintenance outdoor space, and a great Sisters location make this home one you won't want to miss! Schedule your private showing today.

642 N Willitts Street, Sisters

Listing courtesy of Realty One Group Willamette Valley.

17771 Warrin Road, Sisters
$3,199,000
3 Beds ⋅ 4 Baths ⋅ 220227904 MLS
Perched on a ridge above your own private canyon with dramatic 360-degree views of the Cascades to the west and the Ochocos and Smith Rock to the east, this gated xeriscaped 19.02ac compound makes an exceptional primary residence or 2nd home. Located in the heart of Central Oregon's ''Golden Triangle'' between Bend Sisters and Redmond, the property features a 2071 sq ft custom built single-level smart home; 640 sq ft detached guest house; 720 sq ft separate shop with a heated finished family room; pickleball court; attached 1102 sq ft four-car pull-through RV garage; and a detached cedar storage shed. Enjoy more than 2000 sq ft of paver patios and decking, along with multiple outdoor living areas, including campsites with full RV hookups. Extensive infrastructure is already in place, complemented by unmatched recreational access, four different power sources, Firewise construction and very low monthly utility costs. This special property is truly a unique gem in the heart of C.O.

17771 Warrin Road, Sisters

Listing courtesy of Stellar Realty Northwest.

70116 Sorrell Drive, Sisters
$895,000
2 Beds ⋅ 2 Baths ⋅ 220227414 MLS
One-of-a-kind Sisters property on nearly 1 acre, where impeccably maintained, park-like grounds meet an extraordinary collection of shops and outbuildings. Mature trees, manicured landscaping, gardens and covered porches create a private Central Oregon retreat--and the exceptional utility spaces make it truly rare. The single level 2-bed, 2-bath + office home has a lodge-like feel with 10' ceilings, wood-burning stove, spacious kitchen/dining area and primary suite. Beyond the home: heated detached 2-car garage with workshop/office; newer 30' x 36' shop with wood stove and stone hearth (tons of possible uses); 12' x 35' covered RV pad; 16' x 24' insulated outbuilding with electrical; plus utility shed and storage building. A standout for gardeners, wood workers, hobbyists, and collectors--exceptionally maintained and hard to duplicate for under $900,000. You really have to see this property in person to appreciate it.

70116 Sorrell Drive, Sisters

Listing courtesy of eXp Realty, LLC.

17147 Caddis Court, Sisters
$1,648,000
3 Beds ⋅ 5 Baths ⋅ 220227407 MLS
A rare Aspen Lakes offering, combining privacy, beautiful craftsmanship, and resort-style living. Set on 1.14 acres with views of the 7th fairway, three ponds, and forest beyond, this 3,543 sq ft single-level Craftsman features TWO PRIMARY SUITES, walnut floors, and a heated 3-car garage with workshop. A stone-and-cedar-shake exterior sets the tone. Inside, vaulted tongue-and-groove ceilings, wood built-ins and a dramatic stone fireplace define the great room, opening to a covered patio with built-in BBQ, heaters, and horseshoe pit. The updated kitchen offers quartz counters, new appliances, cream cabinetry, and a large island. All 3 bedrooms are ensuite, plus a dedicated office and 3 full + 2 half baths. Turnkey with TVs, exercise equipment, patio furnishings, and surround sound. Community amenities include clubhouse, pool, hot tub, tennis, gym, restaurant and pickleball. Just minutes from downtown Sisters, with golf, nature, and the best of Central Oregon right outside your door.

17147 Caddis Court, Sisters

Listing courtesy of Coldwell Banker Mayfield Realty.

69435 Hinkle Butte Drive, Sisters
$1,425,000
4 Beds ⋅ 3 Baths ⋅ 220227113 MLS
Must see 5-acre property with exceptional income producing potential, extensive landscaping, fencing and RV hookups. Built in 2020, the 2,560 SF home features 10' ceilings, vaulted areas, abundant natural light and extensive custom finishes including custom metalwork, tongue-and-groove ceilings, shiplap, cased windows. Redesigned gourmet kitchen offers a huge island with two-way seating, honed granite, hickory/maple cabinetry, high-end KitchenAid appliances. The spacious primary suite is separated from the other bedrooms and features vaulted ceilings, fireplace, double vanity, walk-in tile shower and large closet. Second en-suite plus 2 additional bedrooms and large laundry/mudroom. Finished oversized 3-car garage. 2,400 square foot insulated/heated shop includes two 14' doors, full bath, laundry, storage loft and indoor RV hookups. Outdoor features include hot tub, covered porch with propane fire features, fenced dog run, garden and extensive landscaping. RV parking, hookups and deck

69435 Hinkle Butte Drive, Sisters

Listing courtesy of Kizziar Property Co..

70116 Appaloosa Drive, Sisters
$769,999
3 Beds ⋅ 3 Baths ⋅ 220226978 MLS
New price adjustment with the possibility of an 10K in rate buy down with acceptable offer.Fire-wise certified neighborhood for peace of mind and insurance coverage. Turnkey modern farmhouse style home with every major surface and detail updated. Features include new roof, septic, windows, doors, LVP flooring, ductless HVAC, and extensive smart home upgrades including Ring system, fingerprint entry. Fully remodeled kitchen featuring quartz counters, farmhouse sink, custom cabinets, floating shelves, and new stainless appliances. Main level primary suite with large walk-in closet, double vanity, and walk-in shower. Large bonus room plus two oversized upper bedrooms/sitting areas with remodeled bathroom. Fully fenced yard with multiple gated sections, including solar powered entry gate. RV parking with a dedicated high-amp plugin, dog run area, multiple sheds, room for a future shop, firepit patio, xeriscaped landscaping, and massive front/rear Trex covered decks. No HOA!

70116 Appaloosa Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

16664 Pine Tree Lane, Sisters
$599,900
2 Beds ⋅ 1 Baths ⋅ 220225706 MLS
Nestled on 2.26 acres, this charming 2-bedroom, 1-bath home offers privacy, functionality, and room to enjoy the outdoors. The cozy living room features a wood stove, creating a warm and inviting gathering space, while the covered front porch is the perfect place to relax and take in the peaceful surroundings. The property includes an attached single-car garage, a covered carport/shed for additional vehicle or equipment storage, and a versatile 18' x 20' detached wood-framed studio with power and plumbing (not currently connected), offering excellent potential for guest quarters, a home office, or hobby space. An attached shed provides additional storage and/or covered parking for one vehicle. Additional features include a durable tile roof and plenty of open space on the 2.26-acre parcel for gardening, recreation, or simply enjoying the Central Oregon lifestyle.

16664 Pine Tree Lane, Sisters

Listing courtesy of Stellar Realty Northwest.

747 E Black Butte Avenue, Sisters
$474,900
2 Beds ⋅ 2 Baths ⋅ 220222827 MLS
Prime corner lot min from the charm of downtown Sisters. Well maintained single-level home, turn-key, xeriscape landscaping & fire pit facing Black Butte -- all fully fenced. Open concept great room w/bamboo flooring, vaulted ceilings & a cozy corner pellet stove anchor the living space. Kitchen ftrs granite counters, ss appliances & is adjacent to a large eating area. Primary suite is complete w/en-suite bath & direct access to the exterior covered deck/sitting area. Guest bedroom w/access to separate full bath. Outside, gated RV/boat parking, shared double carport w/neighbor, locking storage area, & a thoughtfully designed xeriscape yard round out the property. No HOA adds further appeal. Located blocks from shops, galleries, restaurants, & Village Green City Park, this home puts the very best of Sisters at your doorstep. World-class outdoor recreation, from the Three Sisters Wilderness to Black Butte Ranch, is all just min away.

747 E Black Butte Avenue, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

16840 Buck Horn Drive, Sisters
$925,000
1 Beds ⋅ 1 Baths ⋅ 220224629 MLS
Rare opportunity to own two adjoining parcels totaling 9.21 acres, featuring a charming cabin on one 4.65-acre parcel and a separate 4.56-acre buildable lot. The 680-foot well is ideally located near the shared property line, offering excellent potential to serve both parcels. Whether you're looking to build a second home, create a multi-generational retreat, or hold the additional parcel as an investment, the possibilities are exceptional. Panoramic View Estates is a desirable community of 5-acre homesites with gravel roads, but these two parcels enjoy the added convenience and value of frontage on FULLY PAVED ROADS.

16840 Buck Horn Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

17521 Forked Horn, Sisters
$1,195,000
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.

69741 Old Wagon Road, Sisters
$895,000
2 Beds ⋅ 4 Baths ⋅ 220224218 MLS
Discover 2,892 SF of thoughtfully designed living in enchanting Sage Woods, just minutes from downtown Sisters. This distinctive mountain retreat offers a warm, lodge-inspired ambiance with hiking, biking, & endless outdoor recreation right outside your door. The inviting main home features a spacious kitchen, sunroom/library, fireplace, laundry/pantry, abundant storage, beam ceilings, rich hickory floors, & slate accents. A charming adjacent building adds exceptional flexibility, with separate exterior entries, a full bath on each level, & space ideal for a home office, studio, hobby room, fitness area, guest space, or more. Outdoor living shines with a covered porch, sunny deck, hot tub, & water features surrounded by peaceful woods. Additional amenities include a deer-proof garden, greenhouse, playhouse, fenced dog area, & workshop--perfect for recreation, projects, gardening, & enjoying the Central Oregon lifestyle.

69741 Old Wagon Road, Sisters

Listing courtesy of Stellar Realty Northwest.

16440 Fair Mile Road, Sisters
$1,995,000
6 Beds ⋅ 6 Baths ⋅ 220223800 MLS
Exceptional 5-Acre Multigenerational Estate in Sisters! This unique, fully fenced and gated property features two separate residences connected by an oversized dream shop, making it perfect for multigenerational living or rental income. The centerpiece is a luxury barndominium featuring three bedrooms, each with its own private en-suite bathroom. Connected through the shop is the second residence, a beautifully maintained traditional home with three bedrooms and two and a half bathrooms. At the heart of it all is the massive central shop, a hobbyist's dream equipped with a vehicle lift and abundant storage. The five-acre grounds offer ultimate privacy, professional landscaping, a stunning koi pond, multiple garage spaces, and ample room for RVs or pets. Offering unmatched versatility and shop-focused living, this rare estate delivers the ultimate Central Oregon lifestyle just minutes from town.

16440 Fair Mile Road, Sisters

Listing courtesy of Ponderosa Properties.

69566 Paint Brush Lane, Sisters
$1,595,000
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.

16430 Highway 126, Sisters
$1,750,000
5 Beds ⋅ 3 Baths ⋅ 220223387 MLS
Highly private and peaceful waterfront acreage with approximately 1200' of accessible Whychus Creek frontage located a short distance from downtown Sisters. Interior of home features: Open floor plan; Large entertainer kitchen with locally crafted Cedar cabinets, granite and black walnut counters, maple hardwood floors leading into dining and living rooms which all have unobstructed views of Whychus Creek; Primary en suite and an additional bedroom/bathroom on the main level; Three remaining bedrooms, full bathroom, large bonus room are downstairs along with large utility room. Exterior features: Huge upper and lower decks with Creek views; 3.5 irrigated acres, flat pasture for hay production; EFU zoning with low taxes and multiple possible farm uses; Feeder barn, pole barn and detached garage for all covered storage and/or farm animals; Great mixture of Ponderosa Pine trees and Aspen tree groves. Home functions as a permanent home or also has a terrific vacation rental history.

16430 Highway 126, Sisters

Listing courtesy of Kizziar Property Co..

69420 Crooked Horseshoe Road, Sisters
$1,599,999
3 Beds ⋅ 2 Baths ⋅ 220223133 MLS
Set on nearly 6 private acres just minutes from downtown Sisters, this beautiful completely remodeled cedar Lindal home blends timeless mountain character with modern luxury. Single-level living with soaring ceilings, stunning woodwork, expansive windows, loft and a brand-new propane fireplace create a warm, light-filled retreat, while the open-concept great room and fully updated kitchen are designed for gathering and entertaining. Additional upgrades include motorized smart shades, Lutron smart home & a top-of-the-line Mitsubishi heat pump. Outside, the impressive 2,300+ sq. ft. shop is a dream setup, featuring a bathroom, private office, RV hookups, car lift, and space for a 40-foot motorhome--ideal for hobbyists, entrepreneurs & adventure enthusiasts. A garden shed and additional carport provide even more storage and flexibility. Offering privacy, panoramic views, usable acreage, and an unbeatable location, this is a rare opportunity to enjoy the very best of Central Oregon living.

69420 Crooked Horseshoe Road, Sisters

Listing courtesy of Bend Premier Real Estate LLC.

70275 Club Road, Sisters
$895,000
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.

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