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$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.

$699,000
3 Beds 2 Baths 220224904 MLS
Discover the privacy and beauty of McKenzie Canyon on this exceptional 10-acre retreat with sweeping pastoral valley and rimrock views. Built with quality and custom craftsmanship, the home is thoughtfully designed to capture the surrounding views. The main-level bedroom features French doors opening to the outdoors, 2 additional bedrooms, a loft space and abundant storage provide flexible living space. The open kitchen includes a breakfast nook, flowing seamlessly into the main living areas and out to the covered porch. Native landscaping and a fire pit create inviting outdoor spaces to relax and entertain. Additional features include RV parking with hookups, a 1,400-square-foot shop/garage, animal shelters and fencing. Experience this incredibly unique, secluded and peaceful location bordering public land that offers the perfect balance of comfort, privacy, and outdoor adventure!

70090 McKenzie Canyon Road, Sisters

Listing courtesy of LivOregon Real Estate LLC.

$1,299,500
4 Beds 3 Baths 220224591 MLS
Stunning custom home with mountain views in Pine Meadow - walking distance to downtown Sisters. Quality construction and attention to detail are evident throughout: hardwood floors, wood beams, fireplace with stone hearth, heated tile bathroom floors, etc. The open-concept lower level connects the great room, dining area, and kitchen (featuring a generous island and beautiful cabinetry). A dedicated office, large laundry/mudroom, and oversized 2-car garage complete the downstairs layout. The upstairs master suite features a spa-like bathroom with 2 shower heads, a walk-in closet, plus a spacious covered deck with stunning mountain views. There are 3 guest bedrooms upstairs as well. The lot is exceptionally private, bordered by common area (and the irrigation pond/stream) on two sides - preserving those views. Exterior features include: wraparound front porch; back paver patio; built-in BBQ; fire-pit area. Brand new heat pump, freshly painted/stained, all furnishings negotiable!

751 S Redwood Street, Sisters

Listing courtesy of eXp Realty, LLC.

$1,749,900
4 Beds 4 Baths 220223064 MLS
Don't miss out; tucked into a pine canopy overlooking Aspen Lakes GC (pool/rec ctr) & Cascade Mtns; this contemporary craftsman home is a unicorn! Vaulted ceilings & enlarged windows offer natural light while framing the breathtaking surroundings. Main-level living, home offers 2 suites, + another bedroom (J&J bath), bunkroom, & theatre upstairs! Exquisite craftsmanship w/ wood beams, corner fireplace, & luxury LVP floors. Fully updated chef's kitchen, blending timeless style with modern functionality w/ premium finishes, abundant workspace, eating bar, & dining nook-all seamlessly connected to the open concept living & formal dining areas. Capture the golf course mtn. views w/ exceptional outdoor living w/ hot tub, water feature pond, and outdoor patio (fireplace & down heater). Front shade deck featuring covered entertaining spaces designed to take in the panoramic scenery. This remarkable property is complete with/ a 3-car garage w/ workshop & golf cart shed all on 1 private acr

16951 Lady Caroline Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$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.

$3,350,000
3 Beds 4 Baths 220223836 MLS
Discover one-of-a-kind living in this low energy, one-level, stepless smart home, completed in 2020 & designed as a legacy property. Set in the golden triangle on 19 low-to-no-maintenance acres w/direct public-land access, the estate offers panoramic sunrise and sunset views, unmatched privacy, & only minutes to Bend, Sisters, & Redmond. Designed for indoor-outdoor living, it features approx. 2,000 square feet of stamped concrete patios & decks, a timber-covered outdoor living area w/fireplace, BBQ area, & hot tub--ideal for entertaining or relaxing under the stars. The property includes an attached 1102 sq ft RV garage, 720 sq ft shop, guest house w/bedroom & loft, & a finished multi-purpose gathering room, 2 full RV hookups, dry-camp areas, walking paths w/scenic viewpoints, a labyrinth, pickleball, solar, & more. A rare retreat combining luxury, privacy, recreation, convenience, & it meets all defensible space requirements. This is a perfect full time, part time, or vacation home!

17771 Warrin Road, Sisters

Listing courtesy of Cascade Hasson SIR.

$797,000
2 Beds 3 Baths 220223815 MLS
Sisters Woodlands Slate townhome has a massive 1292 square foot ''toybox'' garage with a 12' overhead door. Additionally, the upstairs has all the main living space for openness and privacy. The Developer also offers flexibility on the customization of upper and lower interior spaces (including an ADU version with separate pricing). Interior features: Open living floor plan; Hardwood/tile floors & quartz counters throughout; Stainless energy star appliances; Ductless/zonal HVAC. Exterior features: Large covered outdoor living deck; Dark corrugated metal siding; Solar & EV ready. Townhomes carefully sited to save 100's of pine trees & complement the natural environment. High quality design & build is sustainable, durable & efficient for turnkey/low maintenance dwellings. Enjoy all Sister's Area offers with easy walkability from this mixed use community to downtown & wilderness; Visit model home (631 N Sisters Woodlands Way). Homes being pre-sold prior to commencement of construction.

485 N Pine Street Lot #157 Unit Lot #157, 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.

$978,000
1 Beds 2 Baths 220223324 MLS
Discover this custom 2022-built home on 5+ private acres with stunning Cascade Mountain views, ideally located between Sisters and Bend. Tucked at the end of the road among mature Ponderosa pines, this luxury retreat offers exceptional privacy and peaceful Central Oregon living. The thoughtfully designed floor plan features 1 bedroom, a dedicated office (potential 2nd bedroom), 2 bathrooms, a spacious family room, and an upper loft ideal for an office, media room, or guest space. Premium finishes include granite countertops, hardwood floors, tile showers, and expansive Trex decking overlooking abundant wildlife, with elk and deer frequently visiting. Designed for future expansion, the home was intentionally built to accommodate an addition. An oversized 2-car garage, pull-through driveway, and RV/toy parking complete the property. Just 10 minutes to Sisters, 12 minutes to Aspen Lakes Golf Course, 25 minutes to Costco, and 38 minutes to Redmond Airport.

16670 Jordan Road, Sisters

Listing courtesy of Cascade Hasson SIR.

$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.

$633,000
3 Beds 2 Baths 220222058 MLS
This single level, open floor plan, Crossroads subdivision home, built in 2014, on 1 acre, offers so much! 24 X 30 insulated shop w/ 200 Amp and double attached garage w/ 400 Amp service. Both with ductless heat pumps! Plus, covered RV Parking. Totally fenced with 2 gates and plenty of parking. The entire interior freshly professionally painted. Home is light and bright with 4 Solatube skylights. Waterproof vinyl plank flooring. Kitchen features 2-year-old smart stainless-steel appliances. gas stove with convection, air fryer, dehydration modes. Smart high efficiency hybrid heat pump hot water heater. The open floor plan has a primary bedroom and two additional bedrooms. Another bonus, ADA Pergola front deck with heated concrete, and ADA back deck. Shop attic with pull-down stairs and attic ventilator fan. Items included: brand new snow blower, flatbed trailer. tractor, riding mower with cart. The septic replaced 2014.

14866 Bluegrass Loop, Sisters

Listing courtesy of Stellar Realty Northwest.

$1,649,990
3 Beds 3 Baths 220221187 MLS
Unobstructed 3-Sisters Views compliment this highly upgraded home on 8.34 acres. As you enter the foyer you are greeted by vaulted great room ceilings, a rock surround fireplace & expansive windows that highlight the world class vistas from almost every point in the home. The kitchen has granite counters, two dishwashers, island w/breakfast bar, & undercabinet lighting. The composite deck is right off the kitchen, partially covered & heated. The main floor has a guest bedroom, full bath, & a huge pantry/utility room. Upstairs is a primary suite w/amazing views, a private deck, tiled shower, toilet room, double vanity, & heated floors. Downstairs is spa-room w/ hot tub, sauna, shower, & toilet & a game room w/pool table, poker area, TV, & wood burning fireplace. Adjacent is an office that doubles as a sleeping space, another full bedroom, & a storage room w/well equipment. The spacious guest house is above the triple garage & there is a greenhouse & a barn for storage or livestock!

69470 Deer Ridge Road, Sisters

Listing courtesy of Windermere Realty Trust.

$799,000
3 Beds 3 Baths 220221028 MLS
Extremely well-maintained ranch-style home with solid oak hardwood floors throughout most of the home, vaulted ceilings, and arched doorways. The living room features a custom juniper mantle and woodburning fireplace. The kitchen offers granite counters, tile backsplash, stainless steel appliances, farmhouse sink, eating nook, and separate dining area. The primary suite includes walk-in closet, double vanity, walk-in tile shower. Radiant heated tile floors in both full bathrooms. Bonus room with half bath, separate entry, and sound wiring offers flexible use for guests, office, or media space. Mini splits in main living areas provide efficient heating and cooling. Off the kitchen is a large storage room with sink and access to the back deck. The park-like backyard is fully fenced with drip irrigation, extensive landscaping, raised garden beds, two sheds and covered deck. Large paved driveway, an additional RV parking area and an oversized 2-car garage with workshop.

70064 Appaloosa Drive, Sisters

Listing courtesy of Kizziar Property Co..

$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.

$625,000
3 Beds 2 Baths 220220716 MLS
Set on a full acre corner lot, this single-level ranch blends space, comfort, and thoughtful updates in a way that just feels right. Vaulted ceilings and abundant natural light create an open, inviting atmosphere, while a cozy pellet stove adds warmth and character to the main living space. Recent improvements throughout the home make it truly move-in ready, including new interior paint and updated flooring (2022), a newer roof (2020), updated lighting and fans, new refrigerator and kitchen faucet. Both bathrooms have been beautifully updated with new vanities, countertops, sinks, faucets, backsplash, and the secondary bathroom features a new shower. The spacious primary suite offers a walk-in closet, while the oversized laundry room doubles as a functional mudroom with a window and utility sink. Outside offers a covered rear porch, fenced yard, with lots of privacy and room to breathe. A circular gravel driveway and attached triple-car garage and two RV hookups with power and water!

14485 Mountain View Loop, Sisters

Listing courtesy of Ninebark Real Estate.

$1,699,000
3 Beds 6 Baths 220220342 MLS
Located on the golf course, with mountain views, this NW lodge style home is in the gated Aspen Lakes Golf Community. Soaring vaulted ceilings & expansive windows drench the interior w/natural light & showcase the stunning scenery. 3 en suite bedrooms on the main level with a large en suite bonus room, w/wet bar & full bath upstairs. Be enveloped by the exceptional craftsmanship. Featuring massive wood beams, beautiful stone fireplace, hickory floors & custom built-ins throughout. Open concept, dining area & timeless kitchen w/ eating bar & dining nook, in addition to the formal dining area.. Golf course views from most every window, designated office, extra wide hallways, enhance comfort & function. The luxury continues outside with teak, wrap around deck with covered areas, ideal for entertaining and taking in the views. Hot tub, circular drive, low maintenance landscaping, water feature and an oversize 3 car, heated garage with workshop.. all on nearly an acre of land.

16921 Lady Caroline Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$1,395,000
4 Beds 5 Baths 220219628 MLS
Experience refined living in this one-owner Johannesen custom home, nestled on a private 1.25-acre lot within the gated Aspen Lakes golf community. This versatile single-level estate features a chef's kitchen equipped with dual Fisher Paykel dishwashers, a warming drawer, & instant hot water. Unwind in the great room by the wood-burning fireplace or retreat to the primary suite, which offers dual walk-in closets, separate vanities, & a jetted tub. The home is designed for flexibility, offering a dedicated office, an upstairs bonus room with a King Murphy bed, & a 39x20 flex room ideal for a studio or suite. For those who value utility, the property includes a heated 1,000 sq. ft. garage with custom cabinets, a workbench, & a golf cart bay. Outside, enjoy an expansive mahogany deck & an oversized Sundance hot tub amidst lush landscaping. Modern comforts include a Vyanet security system, central vacuum, & dual HVAC. This is a rare opportunity for elegant, effortless living in Sisters!

16923 Royal Coachman Drive, Sisters

Listing courtesy of Ponderosa Properties.

$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.

$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.

$760,000
4 Beds 3 Baths 220218538 MLS
Ski, walk, or ride into the National Forest! This fenced yard and expansive back deck with hot tub border National Forest lands. Spanning 2,187 square feet, this 4-bed, 3-bath open floor plan has a great room with a woodstove, spacious dining room, kitchen, laundry room, and 3 bedrooms on the main level, including a second primary suite. The kitchen has granite countertops and built-in appliances, with back deck BBQ access. Upstairs, the spacious primary suite, bathed in natural light, is an ideal escape, featuring vaulted ceilings, propane fireplace, private balcony, and a luxurious bathroom with a walk-in shower, and walk-in closet. The 2-car detached garage has an EV charger, carport, storage for all your toys, plus a concrete parking pad for additional vehicles or your basketball hoop. Septic 2 years new, Roof 3 years new, Hot tub 5 years new. Tollgate HOA amenities include a pool, tennis courts, basketball, volleyball, snow removal, onsite mail, community hall, and more!

14987 Buggy Whip, Sisters

Listing courtesy of Avenir Realty.

$799,000
3 Beds 3 Baths 220218490 MLS
Whychus Creek rim setting w/Cascade views, National Forest access, Detached shop/garage. The thoughtfully designed home features a formal dining room, den, breakfast nook, and an inviting great room with a wood-burning fireplace. The open kitchen offers stainless steel appliances, a pantry, eating bar, and warm laminate wood floors. The primary suite is a peaceful escape with deck access, dual closets, an attached den, and a well-appointed bath with soaking tub, shower, and double sinks. A spacious laundry room with a half bath adds convenience. The detached oversized two-car garage includes covered RV parking and unfinished bonus space above. With a new septic tank (2014) and drain field (2025), low HOA fees, a community water system, and access to miles of National Forest and canyon trails, this is a rare Central Oregon retreat.

16959 Canyon Crest Drive, Sisters

Listing courtesy of Cascade Hasson SIR.

$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.

$1,380,000
3 Beds 3 Baths 220218287 MLS
Welcome home! A private retreat where elegance meets tranquility. From the back deck, enjoy beautiful views of Camp Polk Meadow Preserve. Step inside and enjoy the open floor plan with floor-to-ceiling windows, which allow for an abundance of natural light, stacked floor-to-ceiling grand fireplace, and an updated kitchen with modern amenities, creating a gathering place in the home. The primary suite is on the main level with access to a large back deck. Additional bedrooms and a spacious bonus room are on the second floor. The large 3-car garage has plenty of space for your cars and gear. Situated on 1.55 private acres with stunning views, a custom chicken coop and RV parking, this place has it all!

69590 Omaha Road, 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.

$2,795,000
4 Beds 4 Baths 220217892 MLS
Booming Cascade Mountain and meadow views from all main indoor and outdoor living areas. Very private but also very close to town. Van Sant designed home features: Open living floor plan; Sunroom with private deck; Vaulted ceilings with wood accents; Abundant natural light; Hardwood flooring; Floor to ceiling river rock fireplace; Large ''entertainer'' kitchen with island, walk-in pantry, stainless appliances; First level primary suite with deck access, fireplace, walk-in closet, soaking tub, double vanity, private toilet, walk-in shower; Two large upstairs bedrooms and an additional en-suite, all with mountain views; Huge bonus room with balcony. Exterior features: Indian Ford Creek flows through property; Fenced pasture/meadow; 3 car garage with extra workshop, EV charger outlet; 1 new HVAC system for 1st level; Hardi siding, 50 year presidential roof; Extensive landscape with underground irrigation; Large water feature/pond; Huge rear deck with large covered area; Large paved driveway

69485 Deer Ridge Road, Sisters

Listing courtesy of Kizziar Property Co..

$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.

$1,195,000
4 Beds 3 Baths 220216567 MLS
Custom-built cedar home with a detached shop and RV garage on beautifully landscaped acreage in Junipine Acres. Interior features include an updated kitchen with granite counters, custom cabinets, stainless appliances, hardwood floors, wood-frame windows, and solid wood doors throughout. The main-level primary suite offers a walk-in closet, custom tile shower, tile floors, and granite counters. Upstairs includes exposed beams, vaulted ceilings, a large bonus room, and two spacious storage areas as well as two additional bedrooms and a bathroom. Outdoor living includes front and backyard spaces with a large wraparound deck and hot tub. The home also includes an attached and finished two-car garage. Outbuildings include a 17' x 35' RV garage with tall doors and hookups, a 20' x 26' workshop with bathroom and large double carport, plus an extensive paved circular driveway.

16514 Wren Lane, Sisters

Listing courtesy of Kizziar Property Co..

$2,300,000
3 Beds 4 Baths 220216164 MLS
Discover tranquility on 4 acres with over 400 feet of frontage along Whychus Creek. The chef's kitchen boasts an AGA stove, dark walnut island, and polished bluestone countertops. Elegant details like 9-foot ceilings with reclaimed beams and gold travertine from Jerusalem enhance the warmth from the kitchen to the Great Room, featuring a wood-burning fireplace. This home offers efficient hydronic radiant floors and superior insulation for year-round comfort. Bedrooms feature 100-year-old reclaimed wood flooring, with the primary bedroom offering a vaulted ceiling and French doors to an outdoor oasis, complete with marble bathroom accents and a clawfoot tub. Guest rooms include French doors with custom Juliet balconies. Enjoy the serene creekside ambiance, with a wood-fired sauna nearby and access to a natural cold plunge swimming pool. Property boarders 129 acres of the Willow Springs Preserve managed by Deschutes Land Trust. Enjoy salmon, steelhead, otters, deer, elk and birds.

69960 Camp Polk Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$1,200,000
4 Beds 4 Baths 220214803 MLS
A rare find! Proven short-term rental + documented income, this multi-generational home borders forest offers privacy and hard-to-find living options. 69288 Stetson is custom-built, has 4 beds (including primary on the main with oversized shower and walk-in closet,) 3.5 baths and 3,295 SF of total living space with a versatile lock-off layout. Flexible loft offers potential for 5th bedroom; conceptual layout ideas/estimates available! Interior highlights include hickory hardwood floors, knotty alder trim and cabinetry, floor-to-ceiling Tibetan stone fireplace. Connected second living area has 2 beds, 1 bath, kitchenette, and private entrance. Set back from the street and forest-adjacent, this property feels like a true retreat! Outdoor amenities: hot tub, fully fenced backyard, gas fire pit, garden area, greenhouse, drip irrigation, shed + RV parking. 1,152 SF 3+ car attached garage with workshop/office. New septic in 2021. Come experience the ease and beauty of life in Sisters!

69288 Stetson, Sisters

Listing courtesy of Avenir Realty.

$1,595,000
4 Beds 3 Baths 220208118 MLS
A masterpiece of design and craftsmanship, this extraordinary Sisters estate—conceived by acclaimed architect Steve Van Sant and brought to life by Tee Harbor Construction—delivers an unparalleled lifestyle in one of Central Oregon's most coveted settings.Perched on The Rim at Aspen Lakes, the property commands jaw-dropping panoramas from Mt. Jefferson to Broken Top. Beyond its borders lies permanently protected land, offering a front-row seat to Whychus Creek and the pristine Willow Springs Preserve. Inside, walls of glass frame breathtaking scenery, a sculptural fireplace anchors the great room, and the chef's kitchen boasts professional appliances, a walk-in pantry, and an island. The main-level primary suite is a serene, light-filled retreat. From the deck, watch raptors soar and deer roam—all just minutes from downtown Sisters and Aspen Lakes Golf Course. This isn't just a home; it's a front-row seat to the majesty of Central Oregon.

69305 Hawksflight Drive, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

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