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$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.

$1,549,900
2 Beds 3 Baths 220227737 MLS
NEARLY 30 ACRES | GATED SISTERS ESTATE | HOME THEATER | GARAGE/SHOP Beyond the gate, a winding drive beneath towering pines opens to park-like landscaping with sweeping lawns, mature aspens, stone paths and a paver courtyard with hot tub. The theater rivals a private cinema, featuring tiered recliners, a wall-size screen and rich wood-and-brick finishes. Attached and detached garage/shop spaces offer multiple bays, bright work areas, a bath and upper storage for vehicles, equipment and projects. The 4,939-square-foot lodge-style home features hardwood floors, exposed timbers, coffered ceilings, a stone hearth and a chef's kitchen with a large island and Wolf range. The primary suite includes an oversized tiled shower and custom closet. A billiards room, sauna, greenhouse, fenced garden, carport and multiple outbuildings complete this remarkable Sisters property.

14880 Chickaree Lane, Sisters

Listing courtesy of eXp Realty, LLC.

$1,450,000
4 Beds 3 Baths 220227113 MLS
Exceptional income producing 5-acre property with extensive landscaping, lawns, 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 and cased windows. Redesigned gourmet kitchen offers a huge island with two-way seating, honed granite, hickory/maple cabinetry and 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..

$1,389,000
3 Beds 3 Baths 220225624 MLS
Irrigated equestrian retreat on 9.18 acres near Sisters, with 9 acres of TSID pressurized irrigation. The 3,176 sq ft custom home offers 3 bedrooms, 2.5 baths, an open great-room layout, and an 852 sq ft finished garage. Upgrades include newer heat pump, air exchanger, and 16-panel solar array, with a new roof scheduled for installation. The equestrian setup is turnkey: horse barn with 4 matted stalls, tack room, and grooming area; 90x160 outdoor arena with washed arena sand; and a large lean-to with two 12x12 stalls plus additional hay storage. Lush irrigated pasture is lined with new wood-post woven wire fence with top rail. Property is cross-fenced throughout. Zoned EFUSC with farm tax deferral in place. Minutes to Sisters and area trail systems, with Bend and Redmond an easy drive. A rare chance to own productive irrigated ground with quality improvements in one of Central Oregon's most sought-after corridors.

69175 Holmes Road, Sisters

Listing courtesy of Berkshire Hathaway HomeService.

$995,000
3 Beds 2 Baths 220225468 MLS
Meticulously maintained property with a spacious home, exceptional shop, and numerous outdoor amenities. The home features a large main level bedroom, two large upstairs bedrooms plus loft, solid hardwood floors, custom cabinetry, Corian countertops, built-in refrigerator/freezer, instahot, two sinks with disposals, double-drawer dishwasher, new wine refrigerator, wood-burning fireplace, surround sound, and new blinds and upstairs flooring (2026). Oversized 3-car garage and huge circular driveway provide ample parking. The finished, insulated shop offers 400-amp service, propane heat, three 12' roll-up doors, concrete floors, and fenced storage. Extensive infrastructure includes an upgraded well, RV hookups with 30/50-amp service, large fenced gardens with irrigation, chicken house, firewood shed, horseshoe pit, 6' deer fencing around the entire backyard, two freshly stained backyard decks, and covered front porch. Newer well pump and deepened well, HVAC heat pump motor and condenser.

17760 Edmundson Road, Sisters

Listing courtesy of Kizziar Property Co..

$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.

$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.

$1,674,000
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.

$2,650,000
4 Beds 4 Baths 220221030 MLS
Tucked away in the heart of Central Oregon, this extraordinary Sisters estate offers the ultimate in luxury, privacy, and wide-open living. A masterpiece of craftsmanship, a custom 2 story log home blends soaring timber architecture with refined finishes and breathtaking mountain views. Designed for those who want it all, it also features a spacious RV garage/shop, plus a separate ADU above an additional three-car garage -- ideal for guests, extended family, or a private retreat. Step outside to a generous covered patio with ample space for a fire pit, an outdoor kitchen setup, and al fresco dining -- all framed by the serene backdrop of BLM land stretching endlessly beyond. A stunning reservoir on the adjoining public land invites exploration just steps from your door. Whether you're hosting under the stars or venturing out on miles of open terrain, this property delivers an unmatched Central Oregon lifestyle. Minutes to the charming town of Sisters, yet worlds away from the ordinary.

18204 Fadjur Lane, Sisters

Listing courtesy of Engel & Voelkers Bend.

$899,000
3 Beds 2 Baths 220220765 MLS
This sanctuary in the heart of Sisters, Oregon, is nestled within 19.4 acres of Ponderosa pines and has access to National Forest trails. Enjoy views of Black Butte and Mt. Jefferson as you wake and sip your morning coffee from the new wrap-around deck. Step inside the beautifully remodeled 1,793 SF 3-bedroom, 2-bath cabin with a bright, open interior featuring a great room and an office. New windows, hardwood and laminate flooring, tongue-and-groove wood ceilings accented by ambient lighting, and fresh paint inside and out. Enjoy your hobbies in the versatile 30'x40' shop with a 30'x16.5' RV bay and two insulated 22'x14' rooms -- perfect for a home office, game room, fitness studio, craft space, or more! The 2-car oversized garage has heated storage, dedicated wood storage, and a storage room. Plus a pump house/greenhouse combo for the gardening enthusiast. 9.4 of the total acres are in forest deferral for only $13 in taxes, totaling $2,006.80 for the entire property!

15020 Remuda Road, Sisters

Listing courtesy of Avenir Realty.

$1,425,000
3 Beds 5 Baths 220218973 MLS
Escape to a serene retreat nestled among the pines, just minutes from downtown Sisters. This nearly new modern farmhouse sits on a fully fenced, gated property that features a detached office or art studio with a full bath, plus a spacious 2,400 sqft pole barn with 12' RV doors for endless utility. Inside, the light-filled home showcases vaulted tongue-and-groove ceilings, a dramatic stone fireplace, beautiful hardwood floors and an open-concept layout anchored by a gourmet kitchen. Designed for ease, all bedrooms are on the main level, including a private primary suite wing with a spa-inspired bath, heated tile floors and soaking tub. Guest bedrooms share a thoughtfully designed ensuite with separate vanity rooms. Upstairs, a versatile bonus room with a half bath is perfect for recreation or a bunk room. Expansive covered and open patios invite year-round outdoor living. With space for horses and nearby access to Deschutes National Forest, this is Central Oregon living at its finest!

16611 Wilt Road, Sisters

Listing courtesy of Knightsbridge International.

$949,000
5 Beds 3 Baths 220218327 MLS
Welcome to your own secluded paradise, boasting the ultimate rustic charm and modern convenience. This stunning handcrafted log home offers a serene retreat from the hustle bustle of everyday life. As you step inside, you're greeted by the captivating sight of a log slab spiral staircase, artfully crafted around a majestic tree trunk, leading up to a mezzanine that overlooks the spacious grand room. Perfect for entertaining or simply unwinding in the ambiance of natures embrace. The heart of the home is the open kitchen, exudes warmth and functionality, featuring a cast iron stove that adds to the rustic charm of the log cabin ambiance. The main suite is located on the ground floor, The four upstairs bedrooms have their own vanites. The outbuilding can accommodate a motor home and a car. It also has an aprox. 1100 sq.ft. apt. A greenhouse and chicken coop are a bonus. Recent upgrades include a new well pump and drain field extension. New Wood Stove . New Carport Roof

69435 Green Ridge Loop, Sisters

Listing courtesy of Stellar Realty Northwest.

$850,000
2 Beds 1 Baths 220218120 MLS
Set on 2 private acres just minutes from downtown Sisters, this authentic full-log home captures the soul of a true Central Oregon mountain lifestyle. With no drywall, the handcrafted log construction delivers the warmth, character, and thermal mass of a timeless mountain lodge--an artisan home built to endure for generations. Inside, Acacia engineered hardwood, parquet flooring, and custom-fabricated steel fixtures blend rustic craftsmanship with modern design, all beneath a durable metal roof. Breathtaking views from the living room frame the surrounding landscape, creating a setting that feels both peaceful and inspiring. The massive RV shop/outbuilding offers exceptional space for adventure rigs, projects, or a workshop, while 110-volt camper pedestals welcome visiting guests. A legacy landholding where land, craftsmanship, and lifestyle come together--an unforgettable property designed to be enjoyed today and passed down for generations.

16011 Old Juniper Road, Sisters

Listing courtesy of Nexus 360 Realty.

$2,450,000
4 Beds 5 Baths 220217038 MLS
Experience mountain living perfection in the premier equestrian community of Cascade Meadow Ranch. This 4,448 SqFt custom estate on 2.29 private acres boasts stunning Cascade Mountain views & seamless main-floor living. The 4 bed, 5 bath home features soaring vaulted ceilings, exquisite woodwork & Montana river rock fireplaces. A gourmet chef's kitchen offers a Thermador 6 burner range & premium appliances, while the main-level primary suite serves as a luxury retreat with a soaking tub & propane fireplace. Dual stairwells lead to a versatile bonus room, bedrooms & bunk room. The property includes an attached 2 car garage plus a detached 1,510 SqFt shop with a finished upstairs bonus room & 3 car garage. Enjoy a new roof, redwood siding, & covered cedar decks overlooking a landscaped yard with a tranquil waterfall & pond. This gated community provides indoor/outdoor arenas, horse stalls, 3 RV spots, clubhouse, tennis/pickleball & direct access to public lands.

15275 Windigo Trail, Sisters

Listing courtesy of Ponderosa Properties.

$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.

$1,145,000
2 Beds 3 Baths 220213314 MLS
Turnkey Equestrian set up on very private acreage with direct access to USFS land and trails that is also very close to town. This horse property is perfect for equine enthusiasts: 4 stall barn with cement aisle, individual paddocks for each stall, metal roof, tack room, hay storage, feed room, good lighting, and easy access to the home and property, extensive fencing (entire property) and gates. Also includes a well laid out, and structurally sound home with high vaulted tongue and groove ceilings; a primary suite with vaulted ceilings on the main level; New HVAC with zoned mini split system and new propane woodstove. Property additionally features: Large paver patio/gazebo in backyard with complete privacy visually; Hot tub on rear patio; 3 bay shop with metal siding, metal roof, concrete floor; Greenhouse with hydraulic lifting windows; Garden/landscape shed that would make an ideal chicken coop; Extensive front and back landscape; Freshly painted/matching structures on property.

15624 National Forest Lane, Sisters

Listing courtesy of Kizziar Property Co..

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