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$875,000
3 Beds ⋅ 2 Baths ⋅ 220221899 MLS
Discover a perfect blend of elegance and serene Central Oregon living in this beautifully updated single-level home in the highly sought-after Sage Meadow community. Inside you'll find a welcoming floor plan with all new lighting to showcase beautiful hickory and Saltillo tile floors. The updated kitchen is a chef's dream, featuring new countertops, and newer appliances. Each detail has been thoughtful, from updated baths and new fixtures to a main electric panel. The fenced yard is a sanctuary with a gorgeous pollinator garden and mature Ponderosa Pines that create a majestic backdrop for the sunlight. Entertain on the expansive, new fire-resistant deck (2025) while enjoying your beautifully landscaped, Firewise-certified property. Home offers a new septic system (2024), newer garage doors and a 16'x12' shed with power. Enjoy peace of mind and easy access to USFS trails for hiking and biking, all just 3.2 miles from charming Sisters.

69986 W Meadow Parkway, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

$689,000
3 Beds ⋅ 2 Baths ⋅ 220221015 MLS
Experience the magic and convenience of downtown living in the scenic mountain town of Sisters, Oregon. Let this home serve as your primary residence, second home 'basecamp', or income-generating rental. The entire interior has been freshly painted, creating a clean, bright, and move-in ready space. Enjoy stunning mountain views from the second story deck. Low maintenance, zero-scape landscaping. Immediate access to all that downtown has to offer. Enjoy community festivals and events, plus access to a multitude of trails, lakes, and the Cascade Mountains. Downstairs features a primary bedroom and bath, kitchen, laundry area, gas fireplace, and inviting living room. Upstairs, you will find two bedrooms, full bathroom, kitchenette, additional laundry room, and a bonus room/flex space. Every detail was meticulously crafted by a renowned custom home builder with quality finishes throughout. An enclosed storage area connected through the garage provides space to store all your gear. No HOA

353 E Aspenwood Avenue, Sisters

Listing courtesy of Sunriver Realty.

$1,750,000
4 Beds ⋅ 3 Baths ⋅ 220221266 MLS
Tucked among open farmland with sweeping mountain views, this nearly 7-acre Central Oregon property offers a rare blend of privacy, flexibility, and everyday comfort. Designed for connection and entertainment, the home features soaring vaulted ceilings, generous gathering spaces, and an easy flow for hosting inside and out. The layout lives beautifully as a single level, with the main living areas, primary suite, office, and guest bedroom all on the main floor, plus one bonus room upstairs. The attached casita features its own private entrance, creating an ideal setup for guests, extended family, a workspace, or added privacy when hosting. A spacious garage adds function, while the peaceful acreage provides room to spread out and take in the views. Additional adjacent offerings may be available separately, including up to 6+ irrigated acres and a 2+ acre fishing pond with dock (shown in photos). Please inquire with listing agents for more details.

71285 Holmes Road, Sisters

Listing courtesy of Cascade Hasson SIR.

$1,599,990
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.

$1,895,000
4 Beds ⋅ 3 Baths ⋅ 220220467 MLS
Custom single-level home with stunning Cascade Mountain views, situated on 10.5 acres and complemented by a beautiful guest house. This exceptional horse property is turnkey and thoughtfully equipped, featuring a 7-stall barn, equipment shed, spacious shop, and approximately 7 acres of underground irrigation. There are 7 acres with irrigation rights through Three Sisters Irrigation! The land is fully fenced and cross-fenced, ideal for livestock and equestrian use. The main residence offers 2 bedrooms, 2 bathrooms, and 2,048 Sq Ft of living space. The guest house includes 2 bedrooms, 1 bathroom, and 1,110 Sq Ft. Inside, enjoy an open floor plan with a cozy fireplace, updated flooring, and abundant natural light throughout. Located within a private subdivision with paved roads and well-maintained neighboring homes, this property offers both privacy and convenience in a highly desirable setting. ASK ABOUT OWNER CARRY OPTIONS!

18075 Fadjur Lane, Sisters

Listing courtesy of Cascade Hasson SIR.

$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.

$635,000
3 Beds ⋅ 2 Baths ⋅ 220221029 MLS
Just a stone's throw from Whychus Creek with access right across the street, this well-cared-for Craftsman home sits on a corner lot in the desirable Timber Creek neighborhood in Sisters. Offering 1,883 sq ft, this 3-bedroom, 2-bath home includes a dedicated office and an open-concept great room with vaulted ceilings, a cozy gas fireplace, and large windows with a sliding door leading to the patio. The kitchen is thoughtfully designed with marble countertops, travertine backsplash, stainless steel appliances, an appliance garage cabinet, and a walk-in pantry. Quality built-ins and ample storage are found throughout the home. The primary suite features a large walk-in closet and an ensuite bath with dual, separated tile vanities and a walk-in shower. A laundry room is conveniently located just off the attached two-car garage. Relax in the fully landscaped backyard with a sprinkler system, paver patio, privacy fencing, and an awning, ideal for entertaining. MOTIVATED SELLER!

1141 S Creekside Drive, Sisters

Listing courtesy of Cascade Hasson SIR.

$784,000
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.

$615,000
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.

$789,000
4 Beds ⋅ 3 Baths ⋅ 220220538 MLS
Experience premier Central Oregon living in this beautifully appointed single-level home in Crossroads, set on a private one-acre lot bordering Deschutes National Forest. Enjoy direct trail access while remaining just minutes from Downtown Sisters & local schools. Designed with both comfort & functionality in mind, the home features a light-filled open-concept layout. The well-appointed kitchen offers a bar area, double oven, gas range, stainless steel appliances, farmhouse sink, & pantry. A formal dining room & separate breakfast nook provide versatility, while the spacious great room opens to a large deck, ideal for seamless indoor-outdoor entertaining. The home includes four bedrooms (two ensuites), three bathrooms, & a dedicated office for an ideal work-from-home environment. Additional highlights include a three-car garage with shop, luxury vinyl plank flooring, fresh interior paint, fenced & cross-fenced grounds suitable for horses, RV parking, circular driveway & newer roof.

14474 Crossroads Loop, Sisters

Listing courtesy of Ponderosa Properties.

$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.

$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.

$615,950
3 Beds ⋅ 3 Baths ⋅ 220220313 MLS
End of Summer credit incentive $15,000.00. Welcome to Sunset Meadows, built by award winning builder Woodhill Homes. The Contemporary Modern Mountain Chalet design of the homes give the neighborhood the look & feel of a mountain resort. The Cascade Mountain Range, including the Three Sisters and their magnificent views are along McKenzie Highway - the entrance to this neighborhood. The Coho is a single family home design with 3 bedrooms, primary bedroom w/full bathroom on the main floor along with a 1/2 bath powder room and the laundry room. 2 bedrooms & 1 fully (jack & Jill) bathroom upstairs with a nice sized loft. The main floor is an all open floor plan with large windows to allow the Central Oregon sunlight to shine through. Stainless Steel Kitchenaid appliances & solid surfaces in the kitchen and all the bathrooms add to the elegance of the homes. Just under 1,700 sq.ft. Attached oversized 2 car garage. Your chance to own a brand new, beautiful home in Sisters, Oregon.

1035 W Linda Avenue Lot 38 Unit Lot 38, Sisters

Listing courtesy of Engel & Voelkers Bend.

$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.

$524,900
3 Beds ⋅ 2 Baths ⋅ 220219315 MLS
New price and exceptional value in Sisters! Directly across from the neighborhood park and less than a mile to downtown Sisters, this home offers easy access to shops, dining, trails, and community events. Inside, the great room layout features vaulted ceilings, abundant natural light, a cozy fireplace, and great separation of bedrooms. The kitchen is designed for everyday living and entertaining with stainless steel appliances, quartz countertops, rich cabinetry, & a large island that flows into the dining and living areas. The spacious primary suite includes a double vanity, walk-in shower, & two walk-in closets. Additional bedrooms offer flexibility for guests, hobbies, or a home office. The fenced backyard features low-maintenance landscaping and quiet space to relax. From the street, enjoy peekaboo mountain views. Fresh interior paint and a new price make this one of the best values in the neighborhood!

680 McKinney Ranch Road, Sisters

Listing courtesy of Fathom Realty Oregon, LLC.

$515,000
2 Beds ⋅ 1 Baths ⋅ 220219264 MLS
If you've been dreaming of a getaway ''cabin in the woods'', your dream awaits in Sisters, OR. Private .65 acre setting offering quiet serenity. Relax on huge back deck where you're hidden from the world except for birds & wildlife. After your respite, cozy up to the woodburning fire or enjoy Tollgate community amenities: saltwater swim pool, pickleball/tennis, hiking/biking path easily accessible to US forest land yet oh-so-convenient to town. Lightly used as a second home. Could sleep 6 with two queens plus trundle - furnished! Includes newer GE stacked washer/dryer. Second deck off upstairs bedroom. Don't delay, call today!

69307 Scabbard, 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.

$1,590,000
3 Beds ⋅ 3 Baths ⋅ 220218997 MLS
A dream view property on 18.8 private acres with stunning views of the Three Sisters and Broken Top. Extremely private and bordered on three sides by 180,000 acres of public land. This custom-built home offers 3 bedrooms, 2.5 baths, plus a large bonus room for flexible use. The primary suite features a custom tile shower, clawfoot tub, dual closets, and private hot tub access. Professionally landscaped with low-maintenance sprinkler and drip systems, plus a custom waterfall feature. Enjoy covered, Trex decks. In addition to the oversized attached garage, there is a detached 2-car garage and a spacious 36x48 outbuilding ideal for a shop, horses, or kennel use. Centrally located between Sisters, Redmond & Bend. (Broker Owned)

68050 Fryrear Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$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.

$755,000
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.

$600,000
1 Beds ⋅ 1 Baths ⋅ 220218511 MLS
Welcome to your peaceful getaway in the woods! This cozy 508 sq ft studio CABIN is perfectly situated on a 4.65-acre corner lot, located on the PAVED portion of the road for easy year-round access. The open-concept cabin features vaulted ceilings that enhance the sense of space, a full kitchen, 1 bathroom, and a sleeping area without interior walls--keeping the layout simple, open, and full of natural light. A wraparound deck invites you to relax and enjoy the quiet, private setting surrounded by nature. Enjoy year-round comfort with a Mitsubishi ductless split system providing both efficient heating and cooling. Additional features include a private well (680 feet deep), standard septic system with a 1,000-gallon concrete tank, and plenty of room for future expansion or outdoor living projects. Whether you're looking for a weekend retreat, vacation rental opportunity, or a place to live while you build, this one-of-a-kind cabin offers the perfect balance of simplicity and space.

16840 Buck Horn Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$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.

$2,795,000
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..

$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.

$625,000
3 Beds ⋅ 2 Baths ⋅ 220217345 MLS
Turnkey Home & Investment in Tollgate! Discover this inviting 3-bed, 2-bath home in Sisters' desirable Tollgate community, ready for immediate enjoyment or as an income-generating short-term rental. Recently remodeled with new finishes, and updated kitchen/baths, it's truly move-in ready. The large private backyard backs to BLM/National Forest land and trails. Enjoy fantastic Tollgate amenities, including a pool, sports courts, and trails. Conveniently located between Hoodoo and Sisters, very close to Sisters' attractions and outdoor recreation, this property is a prime opportunity for full time living, a second home, or continue use as a top rated AirBnB vacation rental.

69322 Hackamore, Sisters

Listing courtesy of Harcourts Home Oregon Coast.

$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.

$2,995,000
6 Beds ⋅ 4 Baths ⋅ 220216913 MLS
Set against the sweeping backdrop of the Cascade Range in Sisters, this exceptional 6,218-square-foot estate offers a rare combination of privacy, craftsmanship, and versatility -- all just minutes from the charm of downtown. Positioned on 2.09 serene acres, the home was designed to capture both natural light and panoramic mountain views. Expansive windows, soaring ceilings, and timeless finishes create a warm yet refined atmosphere that feels equally suited for everyday living and large-scale entertaining. The chef's kitchen anchors the main living space, featuring premium appliances, custom cabinetry, and generous prep areas ideal for gatherings. The main-level primary suite serves as a private retreat with a spa-inspired bath and substantial closet space. Five additional bedrooms provide flexibility for guests, multi-generational living, or dedicated office and hobby spaces.

69205 Hawksflight Drive, Sisters

Listing courtesy of eXp Realty, LLC.

$475,000
2 Beds ⋅ 1 Baths ⋅ 220216839 MLS
SELLER CONCESSION UP TO $10,000, toward buyers allowable closing costs, pre-paid expenses, and/or interest rate buy down, subject to lender's approval. ADORABLE cottage-style home full of charm and character. This turnkey property is move-in ready and offers a cozy welcoming atmosphere perfect for a small family, first-time homebuyer, downsizers, or anyone seeking a peaceful retreat. The open living room, dining area, and kitchen flow seamlessly together creating a welcoming space for family and friends to gather. This sweet home is ready for its next chapter. Fencing is permitted, subject to HOA and local regulations. The garage is deep, with room for a car, outdoor toys and shelving. Beyond the back and side yard, the open spaces are maintained by the HOA. This home is close to all Sister's schools, shopping, the Deschutes National Forest, the Metolius River and downtown Sisters.

412 N Desert Rose Loop, Sisters

Listing courtesy of Avenir Realty.

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