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$1,599,000
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.

$875,000
3 Beds ⋅ 2 Baths ⋅ 220227722 MLS
High-quality, custom built, Mid-Century Modern home in desirable ClearPine in like-new condition. Single level home features an open floor plan, hardwood flooring throughout, high vaulted ceilings and abundant natural light. The spacious kitchen features a huge island, quartz counters, extensive cabinetry and newer high-end stainless appliances. The primary suite offers dual walk-in closets, double vanity and walk-in tile shower. Two guest bedrooms and a remodeled guest bath with walk-in tile shower are nicely separated in their own area of the home, plus the home also has an additional dedicated office space. Recent updates include zoned mini-split heating/cooling, interior paint and powered window coverings. Large laundry room with utility sink and storage plus oversized 2-car garage. Enjoy a large, private covered back patio with an extended paver patio. Designed inside and out for easy, low-maintenance living. Just steps away from 1000's of miles of USFS trails and downtown Sisters

1036 N Forest Edge Drive, Sisters

Listing courtesy of Kizziar Property Co..

$574,900
3 Beds ⋅ 2 Baths ⋅ 220227721 MLS
Tucked into the heart of Central Oregon in the highly desired Tollgate Community sits this classic log home bordering Deschutes County National Forest. Open great room w/stone hearth surrounding a cozy wood burning stove, vaulted ceilings & an abundance of natural light. Open kitchen ftrs central island w/brkfst bar seating + addtnl eating area. Downstairs is a main level bedroom w/adjacent bath & upstairs you'll find an addtnl 2 bedrooms, w/one serving as a flex space as a den or home office. Off the back deck is a large groomed outdoor space, garden shed, privacy fence, & plenty of room for RV parking & all your toys. Residents of Tollgate enjoy a saltwater pool, tennis & pickleball courts, basketball courts, & miles of paved walking & biking paths. Snowmobile out your back door in the winter & access endless mountain biking on the nearby Peterson Ridge trail system come summer. Central Oregon lifestyle at its finest: skiing, hunting, world-class fly fishing on the Metolius, & more!

14842 Stagecoach, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

$860,000
4 Beds ⋅ 3 Baths ⋅ 220227649 MLS
Escape to your own private oasis where the backyard meets the National Forest! Set on .52 acres, this fun and inviting property offers privacy, space, and plenty of places to unwind. The fenced courtyard features a charming water feature, creating a peaceful retreat for morning coffee or evening cocktails. Enjoy outdoor dining, a back porch off the primary bedroom overlooking the forest, and multiple spots to soak up the serenity. Inside, vaulted ceilings fill the great room and kitchen with light and air, thanks to French doors at both the front and back. The bright kitchen showcases unique ''Memory Lanes'' bowling alley wood countertops and island, while a whitewashed river rock fireplace anchors the great room. A 584 SF ADU is perfect for guests or extended family, plus there's a large workshop/storage shop. Total living space is 2,557 SF. Come enjoy the space, privacy, and forest-at-your-backdoor lifestyle!

14911 Conestoga, Sisters

Listing courtesy of Stellar Realty Northwest.

$1,763,000
3 Beds ⋅ 3 Baths ⋅ 220227351 MLS
Cascade Mountain Views! Enjoy sunrises and sunsets over the snow-capped mountains from this meticulously maintained log home. New roof and refurbished logs in 2024. Private, quiet cul-de-sac bordered on three sides by protected open space, with the national forest beyond. 3,235 total SF: 2,656 SqFt Main house has 3 beds, 2.5 baths, great room, and loft, PLUS a 579 SF bonus area. Bonus area has a studio, full bath, kitchenette, and balcony: perfect for an office or crafting haven. Greenhouse with drip irrigation, sink, heat, and raised beds awaits your gardening passion. Covered parking for 5 vehicles: 3-car garage and a 2-space carport. Garage includes deck, commode, sink, storage, and 30 Amp RV port. Well pump and casing replaced in 2026, generator ready! Cascade Meadow Ranch features expansive equestrian amenities: Indoor/outdoor arenas, full-care staff, clubhouse, tennis/pickleball courts, ponds, RV/toy storage, and National Forest trail access.

69877 California Trail, Sisters

Listing courtesy of Avenir Realty.

$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.

$1,718,000
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.

$649,000
1 Beds ⋅ 2 Baths ⋅ 220227370 MLS
Discover a unique opportunity in the heart of Downtown Sisters! This versatile 1,420 sq. ft. commercial/residential property offers an ideal setting for an owner-occupant, entrepreneur, small business, or investor seeking a prime location with flexible possibilities. Enjoy the convenience and charm of downtown living and working, with some of Sisters' best shopping, restaurants, coffee shops, art galleries, and local businesses just steps away. The property's central location provides excellent access and puts you in the center of the vibrant Sisters community. Whether you're looking to establish a business, create a live/work environment, or add a distinctive property to your investment portfolio, this is a rare opportunity to be part of everything that makes Sisters such a desirable Central Oregon destination.

780 W View Loop, Sisters

Listing courtesy of Cascade Hasson SIR.

$1,795,000
6 Beds ⋅ 4 Baths ⋅ 220227300 MLS
Minutes from downtown Sisters, this custom estate pairs breathtaking Cascade Mountain views with bright, open-concept living. A dramatic great room features soaring ceilings, a center-island kitchen, and a floor-to-ceiling river rock propane fireplace. The main floor offers convenient living with a primary suite that opens directly to the wraparound porch, alongside an additional guest bedroom with an ensuite bath. Upstairs, you will find four more bedrooms, two full bathrooms, and a large bonus room above the garage. Positioned on a paved circular driveway, the fenced acreage includes a 2,160 sq. ft. versatile barn/shop, 5 acres of pressurized TSID water rights, and immediate access to nearby BLM land. This property truly offers complete Central Oregon living!

18108 Fadjur Lane, Sisters

Listing courtesy of Ponderosa Properties.

$849,000
3 Beds ⋅ 3 Baths ⋅ 220227114 MLS
Virtually brand new Sisters Woodlands Obsidian townhome is loaded with upgrades and is move-in ready. Upgrades include: Electric fireplace; Privacy screening at patio; Remodeled guest room with Murphy bed, slatted wall paneling and custom details; Gas firepit and sun shades on upper deck; Two infrared roof heaters on deck; Fully built out laundry room; Blinds throughout the home; Larch accent wall. Main living is downstairs and the bedrooms and a large deck are upstairs. 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 area; Dark corrugated metal siding; Oversized 2 car garage; Solar & EV ready. 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.

515 N Pine Street, Sisters

Listing courtesy of Kizziar Property Co..

$1,495,000
4 Beds ⋅ 3 Baths ⋅ 220227113 MLS
Exceptional 5-acre property with extensive landscaping, lawns, fencing, huge parking areas 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..

$748,000
3 Beds ⋅ 3 Baths ⋅ 220226855 MLS
1,248 SqFt has never worked this hard! This move-in-ready Sisters Woodlands home lives remarkably large, with 3 bedrooms, 3 full baths, 2 private en suites, a main-level bedroom and full bath, and an attached 2-car garage. Vaulted ceilings and abundant natural light add to the spacious feel, while hardwood floors, quartz counters, Energy Star appliances, and a wood-burning fireplace bring warmth and style. Dedicated storage includes a lockable exterior space for your Central Oregon gear. Enjoy Cascade views and 2 private outdoor living areas, without spending your weekends maintaining a large yard. Upgrades include a custom Larch accent wall, heated primary bath floor, InstaHot, infrared patio heater, polished garage floor, and more. Just blocks from downtown Sisters, restaurants, shops, parks, trails. Fishing, camping, hiking, skiing, and endless Central Oregon adventures are just mis away. HOA covers landscaping, snow removal, common areas, and neighborhood park. EV and solar ready!

632 N Sisters Woodlands Way #20 Unit #20, Sisters

Listing courtesy of Avenir Realty.

$1,595,000
3 Beds ⋅ 3 Baths ⋅ 220226703 MLS
First time ever on the market! This expansive one-level home offers soaring living room ceilings, wide tiled hallways, and skylights that fill the home with natural light. The spacious floor plan includes a second primary bedroom with an ensuite bath, a dedicated art room or office, and a large family den perfect for relaxing or entertaining. The oversized laundry room features a gift-wrapping station and an incredible amount of cabinetry and storage. Enjoy a spacious kitchen with a large island, breakfast nook, and wood floors, plus a flexible dining room that can easily accommodate hobbies, a library, or additional living space. A stunning rock fireplace anchors the living area, with a cozy sitting nook and wet bar tucked behind it. The bonus room off the garage is ideal for a pool table, game room, media room, or private retreat for kids and grandkids. Completing the home is an oversized 2.5-car garage with room for vehicles, storage, toys, or a golf cart. 9th fairway views!

16863 Royal Coachman Drive, Sisters

Listing courtesy of Avenir Realty.

$669,000
3 Beds ⋅ 2 Baths ⋅ 220226563 MLS
Nestled among the towering Ponderosa pines in the highly sought-after Tollgate community, just two miles from downtown Sisters, this inviting home offers the perfect blend of comfort and adventure. The light-filled kitchen features beautiful oak cabinetry and hardwood floors, opening seamlessly to the spacious great room with vaulted ceilings and a cozy wood stove. A separate living room provides the ideal space for entertaining or hosting guests. The primary suite includes a large walk-in closet and a beautifully tiled walk-in shower. Step outside to a private back deck surrounded by nature, or take advantage of the detached garage--perfect for extra storage, hobbies, crafts, or a woodworking shop. Tollgate residents enjoy a swimming pool, tennis and pickleball courts, sport courts, miles of scenic trails, and direct access to the National Forest, making this one of the most desirable communities in the Sisters area.

69341 Silver Spur, Sisters

Listing courtesy of Stellar Realty Northwest.

$1,995,000
4 Beds ⋅ 5 Baths ⋅ 220226511 MLS
This custom home in Cascade Meadow Ranch offers the ultimate Sisters lifestyle--just minutes from downtown. Positioned along the community meadow, enjoy front-row views of the Three Sisters, Mt. Washington, and Black Crater while horses and wildlife roam outside your door. The quality floor plan features four suite-style bedrooms with private ensuite baths, including a main-level primary retreat. The vaulted great room with a propane fireplace flows into the dining area and kitchen, opening to a covered paver patio built for entertaining against a Cascade backdrop. The main floor also offers a secondary suite, powder room, and a flex room for an office or den. Upstairs features two more ensuite bedrooms, a loft, and a second spacious flex room. Cascade Meadow Ranch is a gated community positioned on 360 acres and includes equestrian facilities (both indoor and outdoor), a clubhouse, tennis/pickleball courts, a gazebo, lake, pond, and a fully fenced perimeter.

15385 Windigo Trail, Sisters

Listing courtesy of Ponderosa Properties.

$659,000
3 Beds ⋅ 3 Baths ⋅ 220226436 MLS
Tucked into the sought-after Timber Creek neighborhood, this inviting single-level home offers the perfect blend of comfort, convenience, and the relaxed Central Oregon lifestyle. Featuring 3 bedrooms, 3 baths, two fireplaces, a private primary suite, Wood and tile floors, Heatpump AC with a custom patio, it's designed for easy living both inside and out. The garage workshop provides extra flexibility for projects or gear storage, while the location places you just moments from downtown Sisters, schools, parks, hiking, biking, and all the recreation Central Oregon is known for.

944 E Creek View Drive Lot 66 Block Unit Lot 66 Block, Sisters

Listing courtesy of Stellar Realty Northwest.

$699,000
3 Beds ⋅ 2 Baths ⋅ 220226206 MLS
Beautiful updated one-story home in Sisters tucked into a cul-de-sac! This modern 3-bed, 2-bath floorplan lives large across 1,800 sq ft, + grand Cascade Mountain views right from windows and backyard. Upgrades: Quartz in both baths, LVP, tiled floors baths, laundry, primary shower, fireplace, lighting, undercabinet, hardware, BBQ stub. Open floorplan + natural light beams in kitchen and offers generous counters, large walk-in pantry, Island, breakfast bar, flowing easily into living and dining area for entertaining. The primary suite is a true retreat, with dual vanities, soaking tub, walk-in shower, an enormous walk-in closet. Sizeable second bedrooms share second full bath. Outside, enjoy one of largest fenced-in landscaped backyards in neighborhood; ready for play, raised garden beds, covered patio and those same Cascade views. Steps from front door offer access to Deschutes National Forest, 25-mi Peterson Ridge Trail System, park, playground. Come see. Move-in ready!

1949 W Williamson Avenue, Sisters

Listing courtesy of Bend Premier Real Estate LLC.

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

17084 Lady Caroline Drive, Sisters

Listing courtesy of RE/MAX Key Properties.

$1,475,000
3 Beds ⋅ 3 Baths ⋅ 220225665 MLS
Experience modern farmhouse living at its finest in this beautifully crafted home, nestled on 2 private acres with sweeping mountain views and exceptional privacy. Surrounded by 104 acres of open space, this property offers a peaceful retreat while being just minutes from town. Thoughtfully designed for everyday living and entertaining, the single level floor plan features 3 bedrooms, 2.5 baths, dedicated office, and a spacious living room that opens to a covered patio through oversized sliding doors. The primary suite is tucked away on one side of the home while two bedrooms on the opposite side are connected by a Jack-and-Jill bath. The chef's kitchen features a dedicated bar area with a beverage fridge and large butlers pantry. No detail was overlooked in crafting this home. From the meticulous landscaping and dedicated RV parking to the high end finishes and thoughtful design, this property provides comfort, functionality, and timeless farmhouse appeal in a truly private settin

70041 Annies Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$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.

$859,000
3 Beds ⋅ 3 Baths ⋅ 220225483 MLS
Welcome to Sunset Meadows featuring Contemporary Modern Mountain Chalet homes built by Woodhill Homes. This beautifully designed corner lot is a 3-bedroom, 2.5-bath home offers just under 2,000 sq. ft. with stunning Cascade Mountain and Three Sisters views. The open-concept main floor features vaulted ceilings, expansive windows, and abundant natural light. The main-level primary suite includes a private ensuite bath, while the kitchen boasts stainless steel appliances and solid surface countertops. A dedicated media room with perfectly treated walls and a elevated look for modern elegance, if you are a musician or you have your own Youtube channel or if you are a podcastor this is ideal for you. Upstairs offers two bedrooms, a full bath, and a spacious loft for flexible living. Enjoy the beautifully upgraded landscaped yard, attached two-car garage, and the perfect blend of modern comfort, quality craftsmanship, and mountain living in the heart of Sisters.

916 W McKenzie Highway Lot 60 Unit Lot 60, Sisters

Listing courtesy of Engel & Voelkers Bend.

$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..

$1,349,000
3 Beds ⋅ 3 Baths ⋅ 220224816 MLS
Experience the quintessential Sisters lifestyle in this exceptional Central Oregon gem. Perfectly positioned in a coveted neighborhood, Coyote Springs, you are just moments from downtown, Deschutes National Forest, and the FivePine Campus. Inside, soaring vaulted ceilings and exposed trusses frame an open kitchen, dining area, and a great room anchored by a stunning leathered marble fireplace. Designed for effortless main-level living, the primary suite features a jetted tub, walk-in shower, dual walk-in closets, and a versatile office or flex space. Upstairs, you will find two additional bedrooms, a full bathroom and a generous second living area. Outdoor living shines on the newly refinished wrap-around deck and extensive paver patio, offering easy access to Peterson Ridge trails for world-class hiking, biking, and horseback riding. Substantial recent updates provide total peace of mind, including a brand-new HVAC system and fresh exterior paint.

665 E Coyote Springs Road, Sisters

Listing courtesy of Ponderosa Properties.

$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.

$674,000
3 Beds ⋅ 3 Baths ⋅ 220224488 MLS
Move-in ready and impeccably maintained, this beautifully updated craftsman home in the heart of Sisters, offers the perfect blend of comfort and style. Thoughtfully designed with a desirable primary suite on the main level, this home features numerous upgrades including quartz countertops, designer updated lighting, and tasteful finishes throughout. Enjoy light-filled living spaces and step outside to your own peaceful private backyard oasis, perfect for relaxing, entertaining, and enjoy Central Oregon's beautiful seasons. A truly special home in excellent condition, ready for its next owner to move right in and enjoy.

1035 E Horse Back Trail, Sisters

Listing courtesy of Stellar Realty Northwest.

$349,000
2 Beds ⋅ 2 Baths ⋅ 220224220 MLS
Located in the desireable 4th Sister Condominiums, this 2 bedroom suite condo is in the heart of Sisters! Bring your designer ideas to this unit that features 2 primary suites, a full kitchen and great room living with a cozy fireplace. The covered deck is perfect for enjoying the lovely grounds or a BBQ. This location offers a fantastic Sisters location close to all the Sister's amenities and outdoor activities. Whether it is a full time residence, a relaxing getaway or an income generating investment this main floor unit is the condo for you!

897 E Desperado Trail UNIT 102 Unit UNIT 102, Sisters

Listing courtesy of Cascade Hasson SIR.

$1,699,900
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.

$899,000
3 Beds ⋅ 2 Baths ⋅ 220224322 MLS
Don't miss the opportunity to own this meticulously crafted home in the desirable Pine Meadow Village community. This move-in-ready home offers the convenience of single-level living with three bedrooms and two bathrooms on the main floor, plus a spacious bonus room upstairs showcasing beautiful Cascade Mountain views. Perfectly positioned on a corner lot, the property offers exceptional curb appeal, ample parking, a two-car garage, and a fully fenced backyard. Quality craftsmanship is evident throughout with high-end finishes including quartz countertops, hardwood flooring, custom cabinetry, and a tile steam shower. Vaulted ceilings and large wood-framed windows fill the home with natural light, creating a bright and inviting atmosphere, while the covered front porch provides the perfect place to enjoy the surroundings. Ideally located in the heart of Sisters, this home offers easy access to charming downtown shops, restaurants, parks, and endless outdoor recreation.

301 S Pine Street, Sisters

Listing courtesy of Cascade Hasson SIR.

$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.

$950,000
2 Beds ⋅ 4 Baths ⋅ 220224218 MLS
Enchanting mountain retreat in Sage Woods, just minutes from downtown Sisters. With a lodge-inspired ambiance and access to hiking, biking, and endless outdoor recreation right from your doorstep, this property offers the ideal blend of adventure, comfort, and versatility. This extraordinary and thoughtfully designed home features a spacious kitchen, sunroom/library, fireplace, flexible office or studio space, laundry/pantry room, and abundant storage. Beamed ceilings, hickory floors, and slate accents add warmth and character throughout. The inviting outdoor living area includes a large covered porch, sunny deck, water features, and hot tub. The property also features a deer-proof garden, greenhouse, playhouse, fenced dog area, and workshop. Two adjacent suites, each with its own full bathroom, provide exceptional flexibility and bring the total usable square footage to 2,892 square feet. A rare opportunity to enjoy the Central Oregon lifestyle in a charming and peaceful setting.

69741 Old Wagon Road, Sisters

Listing courtesy of Stellar Realty Northwest.

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