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$3,350,000
3 Beds ⋅ 4 Baths ⋅ 220223836 MLS
Experience one-of-a-kind living in this exceptional custom single-level, stepless smart home, completed in 2020 & designed as a legacy property. Set on 19.02 private, low-maintenance acres w/direct public-land access, the estate offers sweeping panoramic views, unmatched privacy, & easy access to Bend, Sisters, & Redmond. Designed for indoor-outdoor living, it features approximately 2,000 square feet of stamped concrete patios & decks, a timber-covered outdoor living area w/fireplace, extended BBQ area, & hot tub--ideal for entertaining or relaxing under rare dark skies. Top-tier finishes & craftsmanship shine throughout. The property includes an attached 1,102 sq ft RV garage, 720 sq ft shop, charming guest house w/bedroom & loft, & a finished multi-purpose gathering room. Enjoy two full RV hookups, dry-camp areas, walking paths w/scenic viewpoints, a labyrinth, pickleball court, solar power, & more. A rare Central Oregon retreat combining luxury, privacy, recreation, & convenience.

17771 Warrin Road, Sisters

Listing courtesy of Cascade Hasson SIR.

$3,350,000
4 Beds ⋅ 5 Baths ⋅ 220219277 MLS
This timeless NW Lodge Style Residence backing to the 16th hole at Tetherow features stunning Cascade Views that greet you immediately upon entering, and are present in almost every room in the home. 4 Bedrooms, 4.5 Bathrooms, a dedicated Office and a 3 Car Garage highlight the floorplan. Great Room is grand in scale, featuring vaulted ceilings, an abundance of natural light and open concept connection to Kitchen and Dining Areas. Stunning, true Chef's Kitchen in Quality and Scale. Dining Room connects seamlessly to the Kitchen and Outdoor Entertainment area. Luxurious Primary Suite on Main Level, including a Large Walk in Closet that you must see to appreciate! Second Primary Suite also located on Main Level. Upstairs, two additional Bedrooms with their own Bathrooms, and a Bonus Area. Large and Oversized 3 Car Garage features a true one-of-a-kind Wine Cellar.

19345 Roswell Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$3,300,000
6 Beds ⋅ 7 Baths ⋅ 220225889 MLS
Stunning 8,846 sq ft Estate Home with Mountain Views on 2.5 private Acres in Bend OR. 6 bedrooms and 7 Bathrooms. MAIN LEVEL: Primary bedroom suite w/ 2 wardrobe closets, tile shower, soaking tub and makeup counter. Gourmet Kitchen w/ built in appliances, pantry, granite countertops, bar counter, breakfast nook. Family room and formal living room with wood burning gas fireplaces, walk out access to the entertainment deck. Private office open to 2nd floor library. Formal dining room w/ Built in Buffet / butler pantry and wet bar. 3 half baths, Laundry Room w/ 2 washer dryer towers, cabinets, counter, laundry sink. UPPER LEVEL: 5 bedrooms, 3 full baths, game room, library and flex room. LOWER LEVEL: Wine room, wine cellar, pool table, media room, fitness room, storage, cabinets ATTACHED GUEST HOUSE (ADU) w/ full kitchen, separate entrance, balcony and deck. Multi-generational living, caretaker quarters or guests. Just 2.4 miles to dining and shopping, 3 Miles to Bend Airport

62354 Erickson Road, Bend

Listing courtesy of NW Bend Homes, LLC.

$3,275,000
3 Beds ⋅ 3 Baths ⋅ 220225108 MLS
Nestled within exclusive, gated North Rim, this single level, Pac West Home represents the pinnacle of Transitional NW architecture and Luxury craftsmanship. Every detail blends clean design with intentional patterns, pairing rich woodwork, timber beams and sleek stone with contemporary accents to create a naturally sophisticated atmosphere. Dramatic entry w/ soaring ceilings opens to a Great Room with Montana rock fireplace and expansive windows. Gourmet kitchen features high end appliances, custom cabinets, premium granite. Walk in pantry has a wine fridge and floor-to-ceiling storage. Elegant dining space and cozy family room complete the perfect floor plan. Primary Suite enjoys a private patio, gorgeous tailored custom closet, luxury bath w/soaking tub and mountain views. Two guest rooms, one with built ins and dedicated office nook, each have private baths. Large laundry room can be an add'l work space. 3 car garage and an add'l 670 feet of climate controlled basement space!

1659 NW Wild Rye Circle, Bend

Listing courtesy of Cascade Hasson SIR.

$3,250,000
4 Beds ⋅ 6 Baths ⋅ 220214637 MLS
Paradox Vineyard Estate is uniquely defined by elements of water, air, the natural light and beauty of the Rogue Valley, and a resounding commitment to environmental stewardship. Award-winning architecture and landscape design implemented by reputable local contractors with the highest caliber of building materials certified through LEED, Energy Star, and Green Globes. Senses are captivated by a soaring skylight galleria spanning through the home, four open-air water courts with columnar basalt fountains, and stunning panoramic mountain views. Tranquil and private outdoor spaces with mature plantings and ornamental trees encircle the home, including an in-ground spa and lap pool. Vineyard operations are professionally managed for continued turn-key production of organic grapes acclaimed by local and regional winemakers. Close-in rural community of high-end estates located within five miles of Ashland's downtown plaza. Inquire for additional details and documentation!

786 Pompadour Drive, Ashland

Listing courtesy of John L. Scott Ashland.

$3,250,000
4 Beds ⋅ 6 Baths ⋅ 220202198 MLS
One of a kind, Old East Medford estate nestled on over 2 acres of lush, park-like grounds! An Old English country-style home, its charm timeless. In addition, a 2-car garage, an elegantly appointed 1 bed/1 bath guest house, a newly built pool w/automatic cover & pool house w/living area & full bath. A spacious 3+ car garage & workshop w/convenient alley access, complemented by a beautiful, gated entry & a newly paved circular driveway encircling the entire property. Built in 1910, the house has witnessed more than a century of changing seasons, preserving its timeless elegance & charm. Majestic trees w/wide canopies provide shade for picnics & games, while a charming orchard of apple & pear trees add seasonal beauty. The estate is truly a sanctuary, a perfect blend of history, nature & modern living. Great care was taken to honor the main residence's original character yet all the wiring, plumbing & mechanical systems have been completely replaced & new structural supports added.

1503 E Main Street, Medford

Listing courtesy of John L. Scott Medford.

$3,200,000
4 Beds ⋅ 4 Baths ⋅ 220218996 MLS
A modern sanctuary, this architecturally designed, Scandinavian-inspired home in Tetherow is surrounded by old-growth Ponderosas, offering peaceful, low-maintenance living in a natural setting perched above the Highland Trail. With energy-efficient Reynaers windows and doors, living spaces are flooded with light. A contemporary, chef-inspired kitchen with center island flows into a spacious dining area and cascades into a large living room. Beautiful hardwood ceilings seamlessly extend from the open living space to a 470sf elevated deck with an outdoor fireplace and patio heaters, offering true indoor/outdoor living and sunset views. Functional details include zoned radiant-heat floors, auto window shades, ductless HVAC, Moen water system, and Equitone exterior siding. An airy primary suite with private deck, 4th bedroom/office, flex room with deck, ground-level bonus room with a full bath, laundry room, and 3-car garage complete the package. Convenient to restaurants, schools & trails

61865 Hosmer Lake Drive, Bend

Listing courtesy of Duke Warner Realty ERA Powered.

$3,190,000
6 Beds ⋅ 6 Baths ⋅ 220223998 MLS
MUST SEE! Ultimate private gated oasis in Central Oregon! Exceptional luxury estate offers a rare combination of sprawling acreage+premium equestrian/agricultural utility. Stunning, high-end home features unmatched living space configured w/multi-generational layout flexibility. Versatile workshop/studio also boasts a 7-car garage capacity+pull-through RV and boat storage. Chef's Kitchen: Premium stainless steel appliances, premium granite slabs, & gourmet amenities make the kitchen an epicurean dream. Primary Suite Sanctuary: private wing complete incl. Designer bathroom space+oversized walk-in closet. Exquisite Finishes: Accented by natural hardwood and tile flooring, grand executive office, & striking floor-to-ceiling rock fireplace. Oversized Dream Shop: detached pull-through shop area featuring a dedicated hobby room. Cascade Mtn views perfect for homesteading, growing, or livestock. Don't miss this DREAM property!

21455 SW Young Avenue, Bend

Listing courtesy of Jeff Larkin Realty.

$3,150,000
3 Beds ⋅ 5 Baths ⋅ 220218333 MLS
Yes, you've seen this home before - but not like this. In 2024, the owner completed a 777 sq ft addition and a full refresh of every interior finish, transforming this Broken Top residence into something rare: a custom home that lives like new construction while preserving its original architectural integrity. Designed by Scott Gilbride Architect, with original interiors by Kirsti Wolfe Designs. Solid walnut floors, bespoke cabinetry, hand-selected stone, and top-tier fixtures. Single-level living with a serene primary suite (steam shower, private hot tub), two more ensuite bedrooms including a flex guest suite with private entry, and a private library. Chef's kitchen with Wolf and Sub-Zero, dual trapezoidal islands, pantry, and a 4,000+ bottle wine room. The 766 sq ft attached garage is a true two-and-a-half-car footprint. Covered patio with infrared heaters, heated courtyard, set among Ponderosas along the 3rd green. Not the home you remember - the home it was waiting to become

61440 Tam McArthur Loop, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

$3,100,000
3 Beds ⋅ 4 Baths ⋅ 220222941 MLS
Luxury ranch with turnkey cattle/horse operations located in Crook County- the Cowboy Capital of Oregon. Built around the original homestead, this ranch offers 103 acres with 98 acres of gravity fed flood irrigation- no pumping fees! Fenced and cross fenced for efficient cattle rotation and/or haying operation. Stock ponds in most pastures. Corral with equipment and load out chute. Easy winter feed set up with concrete bunks. Productive high quality hay fields. Cascade Mountain views from all points on the ranch! 2 homes plus ADU. 3700+ sqft Owner's home (see attached features list), 1100+ sqft Ranch manager's home, and well appointed studio. 13 stall horse barn with runs and arena. Two 3 car garages, large shop with 14' doors and 1/2 bath. Two machine sheds. This offering has so much more than can be listed here including long list of farm machinery. (See attached list)

13501 SW Riggs Road, Powell Butte

Listing courtesy of Coldwell Banker Sun Country.

$3,100,000
3 Beds ⋅ 4 Baths ⋅ 220216059 MLS
Welcome to effortless luxury living on the second green. Set on a rare .62-acre homesite, this exceptional single-level Broken Top residence showcases NW craftsmanship with elevated architectural presence. A gated front courtyard leads to interiors defined by soaring vaulted ceilings, exposed beams and dramatic floor-to-ceiling stone fireplace. Expansive walls of glass frame golf course views and create a seamless indoor-outdoor flow. Chef's kitchen blends beauty & function w/ furniture-grade cabinetry, island & casual dining space wrapped in natural light. A formal dining room overlooks the enclosed courtyard for intimate gatherings. Outdoor living is layered w/ patio featuring a fireplace & built-in kitchen, expansive terrace w/fire pit, & landscape overlooking the fairway. The primary suite is a private retreat w/ fireplace, elegant bath & tranquil views. Two en-suite guest rooms provide luxurious comfort, while office & separate den offer refined flexibility for work or relaxation.

61644 Tam McArthur Loop, Bend

Listing courtesy of Berkshire Hathaway HomeService.

$3,095,000
3 Beds ⋅ 4 Baths ⋅ 220217465 MLS
$100k under appraised value! Cascade views define this refined single-level residence in the gated community of North Rim. Framed by walls of glass, the great room captures the mountain skyline like a living landscape while natural light fills the home throughout the day. Entry begins in a private courtyard where the sound of cascading water sets a calm tone before stepping inside. The kitchen is designed as a natural gathering space, opening to dining and an expansive deck oriented for sunset views over the peaks. The layout offers both comfort and privacy, with a serene primary suite featuring a fireplace and curbless shower, a privately situated ensuite guest suite on the opposite side of the home, and a second guest suite nearby for flexibility. Additional spaces include a sound-insulated theater and dedicated office. Residents enjoy access to the lodge, nearby trails, nature, and Bend's vibrant westside dining and recreation.

3487 NW Greenleaf Way, Bend

Listing courtesy of Cascade Hasson SIR.

$3,000,000
6 Beds ⋅ 5 Baths ⋅ 220217412 MLS
Price Reduduced! Experience a once-in-a lifetime opportunity to own an extraordinary ranch on 18 breathtaking acres w/unobstructed 360-degree panoramic Cascade Mtn & Smith Rock views. At the heart of the ranch stands a stunning 9,000+sq ft custom home. The home blends luxury, high-end craftsmanship, & unique architectural details throughout! Designed for comfort & entertaining, the home includes a massive vaulted great room, a grand primary suite w/loft, enjoy the priceless views in the new spa on the terrace patio or retreat to the underground wine cellar. Outdoor amenities include a shooting range, BLM access for endless ATVing or horseback riding, & 3 impressive stocked ponds. The ranch features, a well-appointed barn w/horse stalls & bunk house, 4 fenced areas w/covered shelters, & a huge shop Whether used as a private luxury retreat, working ranch, or equestrian estate, this offering delivers scale, beauty, & privacy. A property of this caliber comes along once in a generation.

1299 NW McDaniel Road, Powell Butte

Listing courtesy of Century 21 North Homes Realty.

$2,999,000
2 Beds ⋅ 3 Baths ⋅ 220187965 MLS
Discover your ideal family retreat in Central Oregon! This luxurious 3,049± sq. ft. lodge-style home sits on 40.89± scenic acres, just half a mile from the Deschutes River and Cline Falls State Park, with stunning views of the Cascade Mountains and Smith Rock. Inside, enjoy 2 spacious bedrooms, 3 elegant bathrooms, and a large loft. The primary bedroom features a gas fireplace, soaking tub, walk-in closet, and ample natural light. The open living area offers vaulted ceilings, exposed beams, granite countertops, and a wood fireplace. Outside, find a sprawling deck, outdoor kitchen, large patio, hot tub, fire pit, and a cement-lined swimming pond. The property also includes 21.55± irrigated acres, a hay barn, a restored historic barn, a 2-bay shop, and a 1,616 sq. ft. guest house with 3 bedrooms, 2 bathrooms, and a private hot tub. Conveniently located near Redmond, Bend, and the Redmond Airport.

6268 W HWY 126 Highway, Redmond

Listing courtesy of Hicks Team - Fay Ranches LLC.

$2,995,000
5 Beds ⋅ 6 Baths ⋅ 220215702 MLS
An exclusive custom design home on Everwild Circle. This level .41-acre parcel borders the natural beauty of a forever protected 220-acre Wildlife Forest Preserve. Every detail celebrates luxury finishes such as grand vaulted spacious great room with custom up lit solid wood beams, rocked fireplace from floor to ceiling accented with a custom ironwork screen. Large sliding door to the covered outdoor living space features paver surfaces, rocked columns, built in firepit, BBQ, and private hot tub. 4 Primary ensuites bedrooms, 3 on the main level with exterior doors to outdoor patio, and 1 upstairs with a private viewing deck. 9' Vaulted bonus room, and bunk room with built-in bed system. Kitchen and dining with soaring 12' ceilings, custom cabinetry featuring Wolf and Subzero appliances, and butlers pantry. Den or 6th bedroom option. The result is a refined thoughtful design, and timeless Northwest luxury. Full Features List available upon request

17785 Everwild Circle 447 Unit 447, Bend

Listing courtesy of Sunriver Realty.

$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.

$2,995,000
5 Beds ⋅ 4 Baths ⋅ 220203322 MLS
Custom built home + top tier farm perched on nearly 20 acres with 360 degree mountain VIEWS! This 3797 sqft home has 5 bedrooms, 3.5 bathrooms, 2 balconies, large deck with french doors from the master, living space & dining room. Primary bedroom features his/hers closets, walk-in shower, soaking tub. 2 staircases for easy access, wood burning fireplace, mud room & oversized laundry room. The attached 2 car garage & workshop are 732 sq ft of finished space with heating & cooling. Just below the home sits a new livestock barn. The farm is home to the highly successful Grass Roots Nursery, offering a turn key assumable active producer & processor licenses with no violations. Crops planted for Fall harvest, farm offers two huge ponds for all your water needs, a top of line greenhouse with computerized shades, massive air circulation system plus too many other features to mention. Also included is a second greenhouse, dozens of raised beds, processing room and security system.

5619 Butte Falls Highway, Eagle Point

Listing courtesy of eXp Realty, LLC.

$2,995,000
3 Beds ⋅ 5 Baths ⋅ 220201443 MLS
Beth Dutton would live here! A rare opportunity to secure over 160 acres of private Central Oregon countryside, just beyond Bend's city limits--where space, water, and independence still matter. Surrounded by sweeping mountain views & uninterrupted skies, this estate offers a lvl of privacy + control that is increasingly rare, ideal for those who value long-term security, self-reliance & land ownership with purpose. With 85+ acres of deeded COID water rights, the property is equipped for efficient, modern agricultural use, featuring a state-of-the-art app-controlled pivot system and multiple wheel lines. The custom farmhouse blends refinement and comfort with vaulted ceilings, a chef's kitchen, two primary suites, and a covered deck overlooking the Cascades. A ~10,000 sq. ft. multi-purpose barn w/ bath & huge bar. Four-stall barn, outdoor riding arena, and large concrete event platform provide flexibility for private operations, stewardship, or future vision. Landowner preference tag!

23636 Ten Barr Trail, Bend

Listing courtesy of Cascade Hasson SIR.

$2,950,000
5 Beds ⋅ 6 Baths ⋅ 220223587 MLS
Stunning mansion located in Southern Oregon! This home was fully completed in 2015 with millions of dollars in infrastructure and high-end finishes. Recently finished high end pool was put in for you to enjoy as you take in the breathtaking 360-degree views of the Rogue Valley. This property comes with over 20 acres of land, partially usable with room for animals, fully paved + gated entrance gives you security and peace of mind. This home features over 1800 sqft of garage space (6 cars) and could fit more. This is truly an entertainer's home with plenty of room in the front yard for large gatherings, or in the backyard on the patio and in the pool - Or downstairs in your bar/wine cellar! With 5 bedrooms, and 5.5 bathrooms + office + entertainment rooms. Built with 13'' ICF walls maximizing efficiency. Also - a sauna, wine cellar, concrete safe room, bar and so much more. Too much for a short description - Please inquire for more information, come and tour it to see the rest!

15202 Richards Way, Eagle Point

Listing courtesy of Home Quest Realty.

$2,950,000
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.

$2,950,000
4 Beds ⋅ 5 Baths ⋅ 220220888 MLS
Nestled on 59+ breathtaking acres in the heart of the renowned Willamette Valley AVA, this extraordinary estate embodies the very best of Oregon wine country living. In an area of celebrated vineyards & wineries, the property offers unmatched beauty, privacy & lifestyle. The gated property features a thoughtfully designed & renovated 7000+ s/f residence. The home showcases exquisite cherry wood cabinetry, gourmet kitchen full of premium appliances, expansive upper-level living space & sweeping vineyard views. Outdoor entertaining shines with a fully equipped chef's kitchen & the manicured grounds are anchored by a historic barn with whimsical mural. The meticulously maintained 16± acre vineyard, primarily Pinot Noir, includes a charming tasting room overlooking the vines. Estate wines are produced through a local custom crush facility, with vineyard equipment available. Ideal as a luxury retreat, boutique vineyard operation, or potential event venue in the heart of Oregon wine country.

4736 Marion Hill Road SE, Turner

Listing courtesy of Oregon Ranch and Home LLC.

$2,950,000
5 Beds ⋅ 6 Baths ⋅ 220201481 MLS
Luxury has gotten a little... predictable. You've seen the formula: White oak. Black windows. ''Chef's kitchen.'' ''Resort-style living.'' Repeat. Then there's this. Internationally recognized for its design, this isn't simply a luxury home; it is one of Central Oregon's most distinctive pieces of residential architecture. Matte aluminum, natural wood, soaring walls of glass, five private ensuite bedrooms, two secluded courtyards, and a rooftop terrace overlooking Mt. Bachelor come together in a home that feels as remarkable to live in as it is to look at. Some homes were designed to impress. This one was designed to endure. The architecture hasn't changed. Only the opportunity has.

61913 Hosmer Lake Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$2,950,000
4 Beds ⋅ 8 Baths ⋅ 220201445 MLS
Experience unparalleled luxury in this extraordinary estate set on 20 private acres. Boasting over 10,000 sqft. of refined living space, every inch of this home is designed to impress. The expansive floor plan features a grand primary suite, multiple guest suites, and a spectacular kitchen complete with a massive butler's pantry—ideal for entertaining at scale. Enjoy resort-style living with sweeping views of the valley and Mt. McLoughlin. Built with high-performance ICF construction and certified by Earth Advantage for superior energy efficiency, the home offers exceptional durability and comfort. Geothermal HVAC and in-floor zonal heating provide sustainable climate control. Smart home automation powered by Control4, a new whole-house backup generator, and state-of-the-art systems round out this future-ready estate. This is a rare opportunity to own one of Southern Oregon's most iconic and innovative luxury homes—designed for those who demand excellence and privacy in equal measure.

1918 Stevens Road, Eagle Point

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$2,949,000
2 Beds ⋅ 3 Baths ⋅ 220204831 MLS
Minutes from town and miles from ordinary, Horse Butte Farms is a Legacy opportunity in the heart of Bend. Currently operating as a full-service boarding & training facility. 62-acres on (4) tax parcels, includes approved CUP for 2nd home-building site. 108x210 jumping arena, 60x168 arena, 100x200 outdoor sand arena, a remodeled 1940's farmhouse, guest yurt, 6-pad 50-amp powered trailer sites and more. $550k+ annual revenue through a variety of established income streams. Fit for an owner-operator, high-end training operation and other dream visions. Soak-in the panoramic views from Pine Mountain sunrises to Cascade Range sunsets. Impeccably maintained and improved for ease of equine operations. (36) stalls, nine with runs, 22k feet of fencing; crossed-fenced pastures & paddocks w/ run-in shelters, automated horse waterers (inside and out) & composting operation. 33-acres irrigation rights uses the easy K-line system. Trail-ride directly to BLM. Serenity and star-filled skies awaits!

60360 Horse Butte Road, Bend

Listing courtesy of Keller Williams Realty Central Oregon.

$2,920,000
6 Beds ⋅ 8 Baths ⋅ 220220472 MLS
Stunning Northwest luxury home nestled on private Everwild Circle. This 6-bedroom retreat features a spacious open concept design, highlighted by a chef's kitchen with a beautiful waterfall island flowing seamlessly into the Great Room and Dining Room, featuring custom built-ins. The primary suite offers a spacious bath with a soaking tub and large walk-in shower. A versatile rec room with built-in bunks provides the perfect setup for families and entertaining. Enjoy outdoor living on the covered porch, with BBQ and a hot tub. Complete with a three-car garage, dedicated laundry room, functional mud room, and powder bath, this home blends luxury, warmth, and timeless Northwest charm.

17731 Everwild Circle, Bend

Listing courtesy of Cascade Hasson SIR.

$2,895,000
4 Beds ⋅ 6 Baths ⋅ 220225736 MLS
Welcome to a wine country retreat at the gateway to Jacksonville. Set on just over 10 irrigated acres, this Tuscany-inspired estate offers nearly 4,900 SF with Venetian plaster walls, barrel-vault ceilings, and exceptional finishes. The chef's kitchen opens to the family room with pool and vineyard views and features a 6-burner Wolf range, Sub-Zero fridge, breakfast nook, wine room, and Fisher & Paykel double dishwasher. The private primary wing offers a spa bath and sitting area, while three guest suites include walk-in closets and direct bath access. An office with fireplace and formal dining room complete the main level. Upstairs features a billiards room, theater, and steam shower. Outdoors, enjoy a 50,000-gallon beach-entry pool, travertine patios, outdoor kitchen, pergola, vineyard and mountain views, plus multiple garages and a shop.

3922 Bellinger Lane, Medford

Listing courtesy of Home Quest Realty.

$2,895,000
3 Beds ⋅ 3 Baths ⋅ 220225489 MLS
Welcome to Elysian Lodge, an irreplaceable riverfront setting combining panoramic views, privacy & authentic craftsmanship. Set on over 1 acre along the iconic Big Deschutes, this extraordinary estate offers unmatched waterfront access & year-round outdoor enjoyment. Launch kayaks from the grandfathered 3-tier dock, cast a line from your backyard, swim in the lap pool, or unwind beneath the towering pines. The handcrafted Norwegian Scribe log home showcases timber beams, iron accents & dramatic wood-burn fireplace. Chef's kitchen opens to an expansive deck for seamless indoor/outdoor entertaining. Main level guest room & full BA. Upstairs: Primary Suite w/spa-like BA. The ''West Wing'' offers 1BR/1BA + family rm. Thoughtfully restored vintage Airstream creates a memorable guest retreat. Minutes to Sunriver, Mt. Bachelor & the Sunriver Airport. STR allowed. Turnkey & a rare opportunity to own one of Central Oregon's most distinctive riverfront properties in a truly unforgettable setting

56648 Lunar Drive, Bend

Listing courtesy of Coldwell Banker Bain.

$2,895,000
3 Beds ⋅ 5 Baths ⋅ 220222832 MLS
Experience elevated high-desert living in this architectural masterpiece. The home's distinct U-shape design centers around a gated courtyard, featuring a tranquil water feature and direct views of the 14th green and iconic buttes. Inside, a grand foyer welcomes you into an expansive Great Room where multi-slide pocket doors vanish to frame panoramic mountain vistas. The open floor plan is defined by soaring ceilings and dramatic timber beams. The chef's kitchen features a 7-burner Lacanche range, Subzero/Wolf appliances, and a hidden butler's pantry. Relax by the private heated pool or in one of the lockable guest suites with private exterior access. Featuring a bonus room and comprehensive smart-home technology, this estate offers the ultimate in effortless luxury and privacy. A rare, move-in-ready sanctuary at the heart of Brasada Ranch. As a Brasada Member, life slows down. Enjoy world-class golf, miles of hiking trails, and the serenity of wide-open spaces.

16215 SW Vaqueros Way, Powell Butte

Listing courtesy of Brasada Ranch Real Estate.

$2,895,000
3 Beds ⋅ 2 Baths ⋅ 220220953 MLS
A rare offering of quality and lifestyle, w/direct access to BLM, this 19.7 acre estate is within a short drive to the conveniences of NE Bend. The property features a light-filled 2,459 sq. ft. single level custom home + a lawfully established 1,304 sq. ft. second dwelling. The main residence showcases contemporary style with the timeless beauty of sand-in-place white oak floors, custom walnut cabinetry, a chef's kitchen, walk-in pantry, quartz & stainless surfaces & premium appliances. Spa-inspired baths offer radiant heated tile floors & a steam shower, complemented by a dedicated mudroom and a 1,014 sq. ft. heated/cooled 3 car garage. With 8.3 acres of COID water rights, in-ground electrical services, 2 irrigation ponds, an automated irrigation system, a 50' round pen, a 200' x 150' outdoor arena, a 1,100 sq. ft. barn/shop w/tack room & multiple outbuildings, this property checks all the boxes for the equestrian enthusiast.

23420 Bear Creek Road, Bend

Listing courtesy of Coldwell Banker Bain.

$2,895,000
6 Beds ⋅ 7 Baths ⋅ 220216436 MLS
Set in prestigious Caldera Springs near Sunriver, this luxurious retreat is designed for year-round entertaining and relaxation. Vaulted ceilings, warm wood beams and expansive windows blend rustic charm with modern sophistication. The 6 on suite bedrooms, 6.5-bath layout showcases a chef's kitchen with granite counters, dual dishwashers and a large island. Multiple king suites, a spacious bonus/game room and a great room centered on a gas fireplace create an inviting gathering place. Outside, a covered patio with hot tub, fire pit and built-in BBQ offers forested serenity in every season. Residents enjoy miles of trails, pool, sport courts, fitness center and the Caldera Links Golf Park. Perfect as a second home, investment property or full-time Central Oregon basecamp, this striking home combines luxury and lifestyle.

56350 Mirror Rock Loop 360 Unit 360, Bend

Listing courtesy of Cascade Hasson SIR.

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