Refine Search
Map
Sort by
$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.

$2,650,000
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..

$2,650,000
4 Beds ⋅ 5 Baths ⋅ 220213517 MLS
Set on just under an acre against BLM land in the Estates at Pronghorn at Juniper Preserve in Bend, this is a timeless retreat. Upon entering this private oasis, you will encounter a promenade to a courtyard adorned with fountains and space for relaxing and entertaining. The stunning 5,104 sf home offers 2 guest suites on the main and two luxurious primary suites upstairs. The home, designed to entertain, features a chef's kitchen with two large islands, two dishwashers, Viking appliances, an open floor plan with vaulted ceilings, a massive wood-burning stone fireplace that anchors the family room, media room and study. The secluded back-yard features a terrace, large outdoor gas firepit, wood burning fireplace and built in grill. Premium finishes include rich woods, plaster walls, solid wood doors, stone, iron and wood beam accents. The detached 3 car garage offers a tremendous amount of storage. The gated community offers 2 world class golf courses, restaurants, pools, hotel & more.

23126 Switchback Court, Bend

Listing courtesy of Cascade Hasson SIR.

$2,625,000
4 Beds ⋅ 6 Baths ⋅ 220228578 MLS
A rare Central Oregon retreat where privacy, luxury and spectacular scenery come together. Nearly 10 acres showcase panoramic Cascade Mountain views, including 3 irrigated acres and lush landscaping just minutes from Bend. The home offers impressive scale, warm finishes, vaulted ceilings, statement fireplace, well-appointed kitchen and a spacious primary suite with private balcony. Multiple living and work spaces throughout the home add flexibility. The true standout is the property's two separate shop buildings, offering exceptional space for vehicles, equipment, hobbies, projects, storage or business needs--a rare opportunity to have this level of functionality on acreage so close to town. A greenhouse, swimming pool, hot tub, pergola, outdoor fireplace and expansive patios round out this versatile Central Oregon property.

61445 Gosney Road, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

$2,620,000
4 Beds ⋅ 4 Baths ⋅ 220228251 MLS
Set among mature ponderosa pines in Tetherow's North 40 neighborhood, this modern residence brings together warm contemporary design, natural light, and an easy connection to its surroundings. The open great room is anchored by a beautifully appointed kitchen with oversized island, wet bar, and walk-in pantry, while expansive glass draws the outdoors in. The main level offers exceptional flexibility with two ensuite bedrooms, including a spacious primary retreat, along with a private office. Upstairs, two additional bedrooms and a generous bonus room open to a private patio. Out back, the home opens to common space and towering pines, creating a wonderful sense of privacy. Close to all that Tetherow has to offer, yet just a short walk or bike ride to Northwest Crossing's active dining scene, this is a home that captures the best of Bend living.

61901 Hosmer Lake Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$2,600,000
5 Beds ⋅ 5 Baths ⋅ 220228173 MLS
1st time on market! Ideal legacy home on one of the finest lots in Black Butte Ranch! Just a short walk to Glaze Meadow Rec Center pools, pickleball, tennis and bike trails. Bordered on 3 sides by Black Butte Ranch dedicated open space and gorgeous greenbelt, GM226 offers unmatched privacy and breathtaking views of Hazard Lake, 5 fairways, and magnificent mature pine and fir forest. The 4,764 square-foot, six-bedroom, 4.5-bath home captures this spectacular setting with huge windows, abundant natural light, open floorplan, vaulted ceiling great room, two walkout primary suites and huge deck. The home features timeless and extensive use of natural wood solid doors, cabinets, ceilings and trims, complemented by beautiful stone fireplaces. The floor plan perfects large gatherings with well separated upstairs and downstairs living areas and accommodations, in combination with the central great room to maximize enjoyment and connection of family and friends. Broker owned.

70448 Bowdenii GM226 Unit GM226, Black Butte Ranch

Listing courtesy of Stellar Realty Northwest.

$2,600,000
3 Beds ⋅ 4 Baths ⋅ 220225753 MLS
A legacy Tuscan-inspired estate perfectly set in prestigious Ranch at the Canyons. Surrounded by pastures, pond & breathtaking panoramic views of iconic Smith Rock this remarkable property offers a rare blend of refined luxury privacy & timeless natural beauty. Soaring ceilings, expansive walls of glass & abundance of natural light. Every detail has been thoughtfully curated-rich wood craftsmanship tile & granite finishes that create an atmosphere of warmth sophistication. A magnificent floor-to-ceiling stone fireplace anchors the living space. The flow between indoor and outdoor living allows the surrounding beauty to become part of everyday life. Complementing the main residence is a detached 3-car garage & guest residence above. This thoughtfully designed space provides comfort, flexibility & privacy. The Ranch offers an unparalleled lifestyle defined by open space, dramatic canyon landscapes, equestrian stables & extraordinary views.

250 NE Good Pasture Loop, Terrebonne

Listing courtesy of eXp Realty, LLC.

$2,600,000
9 Beds ⋅ 8 Baths ⋅ 220224284 MLS
Experience luxury living at Running Y Ranch Resort, known as the ''Jewel of Southern Oregon.'' Nestled among towering pines with abundant wildlife, this exceptional estate offers privacy, tranquility, and breathtaking panoramic views of Upper Klamath Lake. Designed for entertaining, multigenerational living, or a peaceful retreat, the home features a chef's kitchen, spacious living areas, and an elevator for convenient access between levels. Enjoy resort-style amenities including an Arnold Palmer-designed championship golf course, indoor pool and spa, fitness center, tennis, pickleball, basketball and volleyball courts, and miles of scenic hiking and biking trails. Currently operating as a successful Airbnb, this property offers excellent income potential while also serving as a luxurious primary residence or vacation home. A rare opportunity to own one of Southern Oregon's premier resort properties. we have an unobstructed view of Mt Mazama which is home to the world's clearest lake

6439 Coopers Hawk Road, Klamath Falls

Listing courtesy of Roots Real Estate Collective LLC..

$2,600,000
4 Beds ⋅ 4 Baths ⋅ 220223170 MLS
Legacy Rogue Riverfront estate on approx. 62 pristine acres of rich flat bottomland. Seamlessly blending agricultural history with luxury living, this premier property features deeded water rights from the Rogue River, 2 private sandy beaches, and a serene pond. Historically a high-yield cattle and hay farm, the expansive acreage includes a massive traditional barn and a large detached workshop. At the heart of the ranch sits a custom 4,300 SF luxury home spanning 3 levels with 4+ beds and 4.5 baths. Features include a primary suite with a spa-like bath, formal dining, private library, office, lower-level canning kitchen and bar room. Adding incredible versatility is an additional 2014 built double-wide manufactured home, perfect for steady rental income or a multi-generational compound. Secured by an automatic entry gate, this ultimate riverfront sanctuary offers unparalleled privacy and world-class fishing right from your backyard, all just 7 miles from downtown Grants Pass.

7833 Lower River Road, Grants Pass

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$2,599,000
4 Beds ⋅ 4 Baths ⋅ 220220209 MLS
A one-of-a-kind custom SunForest hangar home located in the exclusive Sky Park area of Sunriver. This exceptional property offers a rare opportunity for luxury aviation living, w/ direct taxiway access from the Sunriver Airport to your private hangar. Thoughtfully designed for main-level living, the home features a spacious primary suite on the ground floor, along with a gourmet kitchen, great room w/ gas fireplace & stacked stone surround, dining area, powder bath & laundry. Upstairs, you'll find 2 bedrooms, plus 3 versatile flex rooms, a full bath, & large bonus room--ideal for guests, work or recreation. An expansive patio captures breathtaking views of the meadow, golf course, & Paulina Peak, while the Deschutes River & nearby bike path are just moments away. The heated hangar & garage space include a half bath & offer ample room for an RV, boat, cars, aircraft, & more. The hangar is finished w/ an epoxy floor & features a convenient hydraulic door w/ direct access to the tarmac.

56902 River Road 6 Unit 6, Sunriver

Listing courtesy of Cascade Hasson SIR.

$2,595,000
5 Beds ⋅ 5 Baths ⋅ 220227144 MLS
This beautifully crafted custom home has one of the community's most desirable locations on the 1st green of the Broken Top golf course. Designed for single-level living, the main level has a contemporary feel thanks to a stunning new kitchen and updates that open the space to take in the fireplace and beamed ceilings from the entryway. The primary suite has a new fireplace, and two large walk-in closets. The office/5th bedroom is also on the main level. The walk-out lower level has flexibility for guests or multigenerational living: spacious media room, ensuite guest bedroom, 1/2 bath, 2nd laundry, and direct patio/hot tub access. There are two bedrooms, and Jack-n-Jill bath upstairs. An oversized three-car garage+dedicated golf cart bay, and mature landscaping+water feature complete this exceptional home. Rich architectural details, quality craftsmanship, and thoughtful updates are evident inside and out!

61673 Tam McArthur Loop, Bend

Listing courtesy of Cascade Hasson SIR.

$2,585,000
4 Beds ⋅ 5 Baths ⋅ 220221776 MLS
Fall in love with this mountain modern majesty! Offered a limited time furnished with a specially curated designer furniture package. Experience luxury, class, and the Cascade Mountain range like never before! No detail or expense was spared in the creation of this custom masterpiece. Scenic views and natural light are captured in every picture window or from your 3 spacious covered patios. Featuring a great room style layout w/primary & 2 ensuites on main this plan lives large/open & highlights bedroom separation, a chef's kitchen, dream primary bath, dog spa, & lock off apartment (with single bay garage) for guests or possible rental! The oversized 3-car garage is heated & offers a van height bay as well as lower level storage. Custom concrete work, low maintenance hard surfaces (including faux sod), dramatic lighting & showcase tile work/striking granite & quartz counters are showcased throughout the home. Enjoy luxury, seclusion, and the ranch lifestyle in this class act custom hom

16302 SW Brasada Ranch Road, Powell Butte

Listing courtesy of Coldwell Banker Bain.

$2,525,000
3 Beds ⋅ 3 Baths ⋅ 220221603 MLS
One of the most distinctive and thoughtfully crafted homes you will ever encounter. From the moment you enter you are greeted by breathtaking Cascade Mountain views and a home remarkable for both its architectural design and exceptional finishes. Reclaimed materials sourced from across the country have been artfully incorporated throughout, giving each room its own character, story, and sense of history. Designed for both comfort and entertaining, the home offers stunning mountain views from nearly every room, along with three spacious bedrooms, a dedicated office, workout room and an impressive entertainment/mancave retreat. Warm and inviting living spaces are enhanced by plank hardwood floors, oversized wood beams, barnwood accents and details that create a timeless yet welcoming atmosphere throughout. Exceptional craftsmanship, meticulous attention to detail, and carefully considered amenities are evident at every turn, making this truly a one-of-a-kind home.

16086 SW Brasada Ranch Road, Powell Butte

Listing courtesy of Windermere Realty Trust.

$2,500,000
3 Beds ⋅ 1 Baths ⋅ 220225347 MLS
Rare Southern Oregon ranch opportunity offering approximately 897.88 acres in the Foots Creek area of Gold Hill. This large acreage holding features wooded terrain, usable ground, just over 1.5 MBF of merchantable timber, mountain views, and extensive frontage along Foots Creek and Left Fork Foots Creek (both are seasonal). The property offers strong recreational and stewardship appeal with opportunities for hunting in the Applegate Unit, hiking, horseback riding, wildlife viewing, and long-term land management. Adjoining public land expands the sense of privacy and creates expanded recreational opportunities. Improvements include a home and cabin, helping preserve two homesite locations, plus a 32' x 48' shop and 24' x 36' storage building. Multiple tax lots, WR zoning, 78 acres of water rights, wells, electricity, septic systems, and internal roads add utility and future potential. Easy-access location close to I-5, Gold Hill, Grants Pass, and Medford. Buyer to perform due diligence.

2659 Foots Creek L Fork Road, Gold Hill

Listing courtesy of John L. Scott Medford.

$2,500,000
4 Beds ⋅ 5 Baths ⋅ 220224288 MLS
An exceptional expression of luxury mountain living, this meticulously maintained Olsen Brothers custom residence offers timeless design and impeccable craftsmanship in the heart of Caldera Springs. The thoughtfully designed floor plan features 4 bedrooms, including 2 main-level suites, 4.5 baths, a private office, and an expansive bonus room with wet bar. Soaring vaulted ceilings with exposed trusses, engineered hickory hardwood floors, knotty alder millwork, custom built-ins, SONOS surround sound, Hunter Douglas blinds, and a dramatic dry-stacked stone fireplace define the sophisticated interior. The chef's kitchen is complemented by a butler's pantry with prep sink and wet bar with wine fridge. Outdoor living features a covered patio with built-in BBQ, radiant heater, and hot tub wiring. Oversized, extra-deep 3-car garage with workshop space. Enjoy Caldera Springs' resort amenities, lakes, trails, dining, and recreation just minutes from Sunriver and Bend. Create your legacy.

56370 Fireglass Loop 179 Unit 179, Bend

Listing courtesy of Cascade Hasson SIR.

$2,500,000
5 Beds ⋅ 7 Baths ⋅ 220224248 MLS
Experience luxury living in this stunning Northwest-style home in the heart of Caldera Springs. Ideally located between both pool and fitness centers and just moments from the golf course and marina, this thoughtfully designed home is perfect for full-time living or a vacation retreat. The main level features the primary suite plus two additional ensuite bedrooms, along with a gourmet kitchen, great room, dining area, laundry/mudroom, powder bath, and seamless indoor-outdoor living. Upstairs offers two additional ensuite bedrooms and a spacious recreation/bunk room for family and guests. The expansive covered patio is an entertainer's dream, complete with a built-in BBQ and prep area, fire pit, and private spa. Rich wood beams, custom cabinetry, designer finishes, premium appliances, and quality craftsmanship complete this exceptional 5-bedroom home. Offered fully furnished with estimated completion in 2nd week of August.

56481 Sunstone Loop Lot 111 Unit Lot 111, Bend

Listing courtesy of Cascade Hasson SIR.

$2,500,000
5 Beds ⋅ 7 Baths ⋅ 220220624 MLS
Discover this extraordinary Southern Oregon Luxury 2 acre estate perched above downtown Ashland w/views & incredible privacy. This custom built Pagnini home 5313 SQ FT, 5 bdrms, 5.5 bthms, 5 Car Garage + an additional 720 sq ft detached guest quarters. Grand entry, stunning wood floors, soaring ceilings, multiple fireplaces & walls of windows to take in the incredible views & abundant natural light. Gourmet kitchen w/quartz countertops, skylights & SS appliances w/double ovens. Main level primary suite w/ terrace access offers a soaking tub & steam shower. 2 upstairs guest suites both come complete w/private balcony & breakfast bar. Additionally this incredible home features a slate roof, sauna, elevator, a spacious office w/ en-suite + so much more. European-style terrace w/big natural boulders, fruit trees, a dog run, greenhouse, and manicured gardens along w/ abundant wildlife- no expense was spared on this remarkable Ashland retreat & it truly shows

500 Ashland Loop Road, Ashland

Listing courtesy of John L. Scott Medford.

$2,500,000
7 Beds ⋅ 6 Baths ⋅ 220209095 MLS
Exceptional estate on 95 acres with 2 homes, bunkhouse, office/shop/covered storage, barn/paddock, A-frame cabin, numerous camping locations & a spring-fed lake & pond that provide a natural irrigation source. A unique property perfect for multi-family or multigenerational living w/unlimited income producing potential. The Craftsman-style main residence features 3 beds, 2.5 baths w/a wood burning fireplace & custom finishes throughout. The 2nd residence includes 3 beds, 2 baths plus a wraparound deck. Both overlooking the south facing meadows & surrounding mountains. Bunkhouse w/a game/activity room & self-contained studio unit. A magical setting w/abundant natural resources including fertile soil & timber provide the opportunity for gardening, livestock, farming & sustainable living. Enjoy numerous walking & horseback trails in addition to the high producing well & generator for peace of mind & greater self-sufficiency. The Katydid ranch offers a rare chance to own a piece of history!

44335 Crater Lake Highway, Prospect

Listing courtesy of John L. Scott Medford.

$2,499,000
4 Beds ⋅ 4 Baths ⋅ 220223128 MLS
Experience refined country living just minutes from town in this immaculate 4-bedroom + office estate on 2.74 acres in Deschutes County. Enjoy breathtaking Cascade sunsets, peaceful privacy, and frequent visits from wildlife in your own backyard. The main-level primary suite features a luxurious tiled steam shower. New carpet, NEW High-efficiency furnace & A/C units provide year-round comfort on the upper level, gourmet appliances, 3 gas fireplaces, heated travertine floors, and central vac elevate everyday comfort. Three distinct outdoor living spaces, a fenced-in pool with new equipment, and a new basketball/multi-use sport court with overhead lighting make entertaining effortless. The extended 4-car garage pairs beautifully with a 1,929 sq. ft. heated shop featuring 220V/30/50 amp power, pull-through RV/boat bay with auto doors. Above, 858 sq. ft. of remodeled guest quarters (2021) provide flex space. With 1.25 acres of irrigation rights & serene natural beauty.

20960 Royal Oak Circle, Bend

Listing courtesy of High Desert Realty, LLC.

$2,495,000
6 Beds ⋅ 7 Baths ⋅ 220227504 MLS
Set beneath the towering pines of Caldera Springs, this beautifully designed home blends refined mountain style with effortless indoor-outdoor living. Soaring vaulted ceilings, warm natural finishes & expansive windows fill the home with light while framing the surrounding forest. The open kitchen & great room create an inviting gathering space, anchored by a cozy fireplace, with granite surfaces, a spacious pantry & seamless flow to the dining area. The main-level primary suite is a private retreat with its own fireplace, complemented by 4 additional suites, flexible office space, family/media room accompanied by a hidden bunk room. Outside, a covered patio with a gas fireplace extends living into the pines, perfect for year-round entertaining. A 3-car garage provides plenty of room for vehicles & gear. Surrounded by nature, this is a home designed for gathering, unwinding & making memories. Offered fully furnished with high-end furnishings to complement the home's mountain aesthetic.

56239 Sable Rock Loop 289 Unit 289, Bend

Listing courtesy of Cascade Hasson SIR.

$2,495,000
4 Beds ⋅ 4 Baths ⋅ 220224332 MLS
Extraordinary legacy property featuring a stunning log home on more than 470 acres. Enjoy sweeping valley views from this private estate, backed by its own timbered ridge & bordered by BLM, providing privacy, recreation & wildlife. The property includes irrigated pastures supplied by a strong well with new pumping station, gated entry, paved drive & steel fencing. Equestrian & agricultural improvements include a horse barn & large shop. A state-of-the-art wood-fired boiler efficiently heats both the home & shop. Park-like grounds feature a creek, waterfall, footbridges, gazebo & pond. The home embodies the essence of luxury ranch living, with thoughtful craftsmanship throughout. A dramatic 2-sided rock fireplace anchors the spacious living area & the well appointed kitchen offers entertainment space. The main-level primary suite offers comfort & convenience, while the lower level offers additional space for guests & recreation. This is a rare opportunity, built for generations to enjoy

24624 Schaupp Road, Klamath Falls

Listing courtesy of Oregon Ranch and Home LLC.

$2,495,000
6 Beds ⋅ 5 Baths ⋅ 220221851 MLS
Welcome to your new home on Bend's coveted Awbrey Butte! Revel in the panoramic Cascade mtn views featuring Bachelor, Broken Top and Three Sisters from nearly every room in this stunning ,87 acre 6 bed 5 full bath custom home. 2018 full remodel includes oversized 12' island in chef's kitchen, vaulted great room and dining room. Massive master bedroom boasts a spa-like en suite and walk- in closet to die for. Lower level rec room perfect for all-ages. Includes wet bar, room for pool/ping pong, guest/work out room. and extra storage. 2 French door sets open to covered paver patio w/ hot tub and steps down to propane fire pit to enjoy Night Skies. Dynamic floor plan w/ multiple options for home office/s, MIL apt above garage. Large laundry room includes spacious cabinets and refrigerator. Heated driveway, add'l side parking and mature tiered hillside butte landscaping make the most of this .87 lot with storage galore. 2 new HVAC Systems May 26. Agent-owned property. Don't miss out!

2853 NW Nightfall Circle, Bend

Listing courtesy of Stellar Realty Northwest.

$2,495,000
4 Beds ⋅ 6 Baths ⋅ 220221476 MLS
Sellers will carry up to $500K with a 4% interest rate for the first year! Call for more details! This 18.95 acre Luxury Estate sits in a park like setting with trees, sparkling pond and panoramic mountain views! Offering options for the lifestyle you desire - wellness pavilion, car collection, home business, equestrian, yoga, gym or artist studio! Great Room features dual flanking fireplaces, wood beams, Brazilian cherry floors and bar area for entertaining. Huge Chef's kitchen features slab granite and large picture window and flows into an elegant dining room with climate controlled wine room. Second floor Primary Suite is a private sanctuary w/sitting room, fireplace & covered balcony that showcases the cinematic landscape. Main floor Guest Suite includes a bedroom, bath and Bonus room. Two guest rooms and two office/flex spaces w/private entrances perfect for multigenerational living or work from home. Outbuildings include a 5 bay RV/shop, detached 2 car garage and kennel.

21725 Rickard Road, Bend

Listing courtesy of Cascade Hasson SIR.

$2,495,000
3 Beds ⋅ 3 Baths ⋅ 220219216 MLS
Leland Ranch is the kind of property that rarely comes to market. A place where scale, water, privacy, and lifestyle come together in one remarkable Southern Oregon setting. With nearly 1.5 miles of Grave Creek frontage, the property offers exceptional wildlife habitat, privacy, and productive level ground well suited for cattle, hay, pasture, and broader agricultural use. With over 200 acres of water rights, the ranch benefits from an irrigation system updated in 2019 with a new pump and well over a one and a half miles of mainline. A pivot irrigates more than 40 acres. An active permit for gravel and mineral extraction across 35 acres. A very comfortable 2,567 square foot home built in 2019 delivers an open concept floor plan and upgraded finishes. Beyond the ranch operation and natural resources, Leland Ranch offers a lifestyle that is increasingly hard to find, with trophy blacktail deer and elk hunting, fishing, shooting, and room to explore across your own private retreat.

1775 Leland Road, Wolf Creek

Listing courtesy of John L. Scott Medford.

$2,450,000
4 Beds ⋅ 4 Baths ⋅ 220226766 MLS
Tucked into the sought-after golf course community of Tetherow, this home pairs sustainable design with effortless luxury living. Solar power and high-performance construction keep energy costs remarkably low, while a thoughtful floor plan offers flexibility for every lifestyle. The primary suite is conveniently located on the main level, along with a full guest bedroom and bath -- ideal for generational living or visiting guests. Upstairs, two additional suites provide privacy and comfort for family or guests. Movie nights are elevated with a dedicated main-floor theater room, while a versatile workout room or office rounds out the main level living. Step outside to beautifully designed outdoor living, perfectly positioned to soak in sweeping fairway and Cascade Mountain views. This is Central Oregon living at its finest -- where energy efficiency, thoughtful design, and unforgettable views come together in one of Bend's most desirable golf course settings.

61649 Hosmer Lake Drive, Bend

Listing courtesy of Engel & Voelkers Bend.

$2,450,000
3 Beds ⋅ 5 Baths ⋅ 220224515 MLS
Behind private gates, this exceptional Central Oregon estate spans 25.36± acres, including 21.92± irrigated acres, offering an unmatched blend of privacy, recreation, and functionality. The custom 9,490± sq. ft. home features three main-level bedrooms, including two luxurious primary suites, a chef's kitchen, executive office, expansive living spaces, and walls of windows framing the surrounding landscape. The lower level offers a game room, fitness area, and private indoor pool for year-round enjoyment. Equestrian amenities include a three-stall barn with individual turnouts, six paddocks, a round pen, and irrigated pasture. Additional features include a detached two-bedroom guest quarters, large workshop and garage with seven bay doors, dog kennel, private pickleball and tennis court, two ponds, district irrigation, and a private well. Designed for both entertaining and everyday living, this is a rare opportunity to experience the Central Oregon lifestyle on a grand scale.

21955 Rickard Road, Bend

Listing courtesy of Cascade Hasson SIR.

$2,450,000
4 Beds ⋅ 4 Baths ⋅ 220224029 MLS
Sweeping Cascade Mountain views set the stage for this stunning contemporary Awbrey Butte home, where luxury, comfort, and recreation come together seamlessly. Designed with entertaining in mind, the flexible floor plan features 4 bedrooms, an office, multiple gathering spaces, and abundant natural light. The main level includes a spacious great room, formal and informal dining areas, a custom double-sided gas fireplace, luxurious primary suite, junior suite, and laundry room. Upstairs offers a large bonus room, while the lower level is an entertainer's dream with two game rooms, a wet bar, theater room, 2 guest bedrooms, bath, and abundant storage. Car enthusiasts will appreciate garage space for 6 vehicles. Outside, the private backyard invites relaxation with a covered patio, built-in fireplace, swing, and charming greenhouse. Call today for a private showing!

1359 NW Remarkable Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$2,450,000
5 Beds ⋅ 4 Baths ⋅ 220220104 MLS
SELLER has Reduced The Listing To $2,450,000 For A Quick Sale. Bring ALL Offers. This Large Horse Property of 12.45 Acres With A Custom Built Amazing Home, Borders the Urban Growth Boundary on the Westside of Bend, OR. The Living Area has 4,444 sq. ft. with 5 Bedrooms and 3.5 Baths. This Home Includes a Shop Building of 1,936 sq. ft. with Double Garage Doors and an Office Space with a Bathroom. The Second Building is a Horse Barn with 6 Stalls and a Round Pen Included. The Opportunity of Owning Acreage next to the Urban Growth Boundary is a Huge Plus for A Future Investment Opportunity in Bend. Call For More Information.

21491 Bear Creek Road, Bend

Listing courtesy of Oregon Group Realty LLC.

$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.

$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.

The content relating to real estate for sale on this website comes in part form the MLS of Central Oregon. Real Estate listings held by Brokerages other than Works Real Estate are marked with the Reciprocity/IDX logo, and detailed information about these properties includes the name of the listing Brokerage. © MLS of Central Oregon (MLSCO). This content was last updated on . Some properties which appear for sale on this website may subsequently have sold or may no longer be available. All information provided is deemed reliable but is not guaranteed and should be independently verified. All content displayed on this website is restricted to personal, non-commercial use, and only for ascertaining information regarding real property for sale. The consumer will not copy, retransmit not redistribute any of the content from this website. The consumer is reminded that all listing content provided by automatic transmission by MLSCO is © MLS of Central Oregon (MLSCO).