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351 E Diamond Peak Avenue, Sisters
$799,900
3 Beds ⋅ 2 Baths ⋅ 220227967 MLS
ESTIMATED COMPLETION NOVEMBER 2026! Brand-new construction in the highly sought-after Grand Peaks neighborhood. This beautifully designed 1,715 sq. ft. home features 3 bedrooms, 2 baths, many custom finishes, and a vaulted great room with an oversized gas fireplace. Custom kitchen with walk-in pantry, large island, KitchenAid gas range, microwave, and dishwasher. Spacious primary suite, covered patio, and full landscaping with underground sprinklers. Located near parks, pickleball courts, trails, shopping, and restaurants, with convenient walking access to downtown Sisters. Experience the comfort and convenience of a brand new home while embracing the exceptional Central Oregon lifestyle that Sisters has to offer. Agent is related to the seller and is a licensed real estate broker in Oregon.

351 E Diamond Peak Avenue, Sisters

Listing courtesy of Coldwell Banker Bain.

670 McKinney Ranch Road, Sisters
$524,900
3 Beds ⋅ 2 Baths ⋅ 220227917 MLS
Seller financing offered on this 2021-built home in McKinney Meadows! This turnkey single-level home features open-concept great room features vaulted ceilings and abundant natural light. The spacious kitchen includes quartz countertops, stainless steel appliances, a large island, breakfast bar, and pantry. The private primary suite offers two walk-in closets, a double vanity, and walk-in shower, while two additional bedrooms provide flexibility for guests or a home office. Fresh interior paint and separation between the primary and guest bedrooms add to the functional design. Enjoy a fenced backyard, low-maintenance mature landscaping, peekaboo mountain views, and an attached 2-car garage. Located across from the neighborhood park and walking paths, just a mile from Downtown Sisters, close to schools, dining, shopping, trails, and year-round Cascade Mountain recreation. Move in and enjoy the best of Sisters living!

670 McKinney Ranch Road, Sisters

Listing courtesy of Real Broker.

14880 Chickaree Lane, Sisters
$1,449,900
2 Beds ⋅ 3 Baths ⋅ 220227737 MLS
NEARLY 30 ACRES | GATED SISTERS ESTATE | HOME THEATER | GARAGE/SHOP Beyond the gate, a winding drive beneath towering pines opens to park-like landscaping with sweeping lawns, mature aspens, stone paths and a paver courtyard with hot tub. The theater rivals a private cinema, featuring tiered recliners, a wall-size screen and rich wood-and-brick finishes. Attached and detached garage/shop spaces offer multiple bays, bright work areas, a bath and upper storage for vehicles, equipment and projects. The 4,939-square-foot lodge-style home features hardwood floors, exposed timbers, coffered ceilings, a stone hearth and a chef's kitchen with a large island and Wolf range. The primary suite includes an oversized tiled shower and custom closet. A billiards room, sauna, greenhouse, fenced garden, carport and multiple outbuildings complete this remarkable Sisters property.

14880 Chickaree Lane, Sisters

Listing courtesy of eXp Realty, LLC.

1036 N Forest Edge Drive, Sisters
$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..

14842 Stagecoach, Sisters
$574,900
3 Beds ⋅ 2 Baths ⋅ 220227721 MLS
*VA assumable at 5.25%* Tucked into the heart of Central Oregon in the 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 & much more.

14842 Stagecoach, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

69877 California Trail, Sisters
$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.

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

70116 Sorrell Drive, Sisters

Listing courtesy of eXp Realty, LLC.

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

17147 Caddis Court, Sisters

Listing courtesy of Coldwell Banker Mayfield Realty.

780 W View Loop, Sisters
$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.

18108 Fadjur Lane, Sisters
$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.

515 N Pine Street, Sisters
$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..

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

69435 Hinkle Butte Drive, Sisters

Listing courtesy of Kizziar Property Co..

632 N Sisters Woodlands Way #20 Unit #20, Sisters
$734,000
3 Beds ⋅ 3 Baths ⋅ 220226855 MLS
$10K SELLER CREDIT- YOU CHOOSE HOW TO USE IT! 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 mins away. HOA covers landscaping, snow removal, common areas, neighborhood park. EV and solar rea

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

Listing courtesy of Avenir Realty.

70116 Appaloosa Drive, Sisters
$784,999
3 Beds ⋅ 3 Baths ⋅ 220226978 MLS
New price adjustment with the possibility of an 10K in rate buy down with acceptable offer.Fire-wise certified neighborhood for peace of mind and insurance coverage. Turnkey modern farmhouse style home with every major surface and detail updated. Features include new roof, septic, windows, doors, LVP flooring, ductless HVAC, and extensive smart home upgrades including Ring system, fingerprint entry. Fully remodeled kitchen featuring quartz counters, farmhouse sink, custom cabinets, floating shelves, and new stainless appliances. Main level primary suite with large walk-in closet, double vanity, and walk-in shower. Large bonus room plus two oversized upper bedrooms/sitting areas with remodeled bathroom. Fully fenced yard with multiple gated sections, including solar powered entry gate. RV parking with a dedicated high-amp plugin, dog run area, multiple sheds, room for a future shop, firepit patio, xeriscaped landscaping, and massive front/rear Trex covered decks. No HOA!

70116 Appaloosa Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

70125 Mustang Drive, Sisters
$699,000
4 Beds ⋅ 3 Baths ⋅ 220226968 MLS
Seller financing available to a qualified buyer. Back on Market-No fault of seller Beautiful Central Oregon charm in this Craftsman move-in-ready 4-bed, 3-bath home in Whychus Canyon Estates, Sisters. Offering 2,675 sq ft on a flat, fully fenced 0.96-acre lot with NO HOA A main-level primary suite, cozy wood-burning stove, and wraparound deck and porch make everyday living a pleasure, and the permitted bonus room above the garage flexes as an office, guest suite, or rec room. Turnkey updates: new range and dishwasher (2024), 50-year roof (2022), upgraded HVAC, flooring, blinds, and new toilets, plus maple cabinets and classic cedar siding. Room for your RV, boat, and all your Central Oregon toys, minutes to downtown Sisters shopping, dining, trails, and outdoor recreation. Come make Sisters your home.

70125 Mustang Drive, Sisters

Listing courtesy of Realty One Group Discovery.

17690 Mountain View Road, Sisters
$1,425,000
4 Beds ⋅ 3 Baths ⋅ 220226890 MLS
Welcome to this exceptional custom home with mountain views and beautifully maintained grounds. A must-see 3,177 sq. ft. craftsman home offers an inviting setting for everyday indoor-outdoor living and entertaining. With over $200,000 in upgrades this past two years there are too many to list. This home speaks for itself. You can feel the quality when you first step inside. The great room features soaring vaulted ceilings with timber accents, hardwood flooring, a stunning floor-to-ceiling rock fireplace, and expansive windows showcasing the beautiful surroundings. Gourmet kitchen, office that can also be used as a fourth bedroom, bonus room with extra flex space. Step outside onto the expansive rear deck to an ideal setting. An extended-length, heated 3-car garage completes this truly special home. YOUR HOME FOR THE HOLIDAYS!!

17690 Mountain View Road, Sisters

Listing courtesy of Cascade Hasson SIR.

16863 Royal Coachman Drive, Sisters
$1,495,000
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. Partial views of the 3 Sisters Mtns. from the living room. 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. 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.

69341 Silver Spur, Sisters
$655,000
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.

15385 Windigo Trail, Sisters
$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.

69130 Damsel Fly Court, Sisters
$395,000
220226441 MLS
Build your Central Oregon retreat on this spacious, level homesite in the sought-after Aspen Lakes Golf Community. With recent septic approval, a completed survey and public water available, much of the groundwork is already in place. The lot offers golf course views, generous separation from neighboring homes and a wonderful sense of privacy. Spend your days golfing, swimming, playing tennis or pickleball, hiking nearby trails or exploring the beauty surrounding Sisters. Then return home to relax and take in the peaceful views. Located just 4.5 miles from Sisters, 18 miles from downtown Redmond and 23 miles from downtown Bend, you'll enjoy convenient access to dining, shopping and year-round recreation. Rendering is from plans the seller has for a single-level, 3,106 sq ft, 4 bedroom + office home with 3-car garage and outdoor entertaining pavillion

69130 Damsel Fly Court, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

70208 Viola, Sisters
$749,000
3 Beds ⋅ 3 Baths ⋅ 220226261 MLS
Welcome to your Black Butte Ranch retreat! Located on a rare .99-acre wooded homesite, this inviting 3 bedroom, 3 bath, 2 car garage home offers the perfect blend of comfort, privacy, and recreation. Located near the Upper Glaze Meadow Pool and tennis courts, a peaceful, less-crowded amenity area surrounded by the natural beauty. The thoughtfully designed floor plan features two main-level primary suites, while the upper level offers a spacious loft, bunk room, and full bath, comfortably sleeping up to 8 guests. Expansive living areas, abundant natural light, and an oversized deck overlook a peaceful forest setting with direct access to nearby trails. Whether you're searching for a full-time residence, vacation home, or legacy family retreat, this exceptional property captures the very best of the Black Butte Ranch lifestyle.

70208 Viola, Sisters

Listing courtesy of Duke Warner Realty ERA Powered.

17084 Lady Caroline Drive, Sisters
$999,950
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.

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

16664 Pine Tree Lane, Sisters

Listing courtesy of Stellar Realty Northwest.

67376 Peterson Mill Road, Sisters
$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.

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