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17727 Redtail Loop 475 Unit 475, Bend
$3,600,000
5 Beds ⋅ 7 Baths ⋅ 220226807 MLS
Live the ultimate resort lifestyle in Caldera Springs. This furnished luxury home features 5 ensuite bedrooms, 6 full baths, and 1 half bath. Designed for entertaining, enjoy the great room with fireplace, stone accents, beam work, a bonus room with wet bar, outdoor patio with gas fireplace. The freestanding grill and built-in countertop are just off the kitchen. Relax in the hot tub and sauna or stay active in the home gym. The stunning kitchen offers quartzite countertops, a coffee bar, and premium appliances, while the primary suite includes its own fireplace and coffee bar. The 3-car garage with epoxy floors completes the picture. Enjoy exclusive access to Caldera Springs amenities, including the Forest House Aquatic Center, Quarry Pool & Fitness, golf, fishing, pickleball, tennis, kayaking, and Lake House dining. Conveniently located 20 minutes from Bend and 30 minutes from Mt. Bachelor. Under construction with estimated completion in mid-December 2026. Taxes on land only.

17727 Redtail Loop 475 Unit 475, Bend

Listing courtesy of Sunriver Realty.

56680 Lunar Drive, Bend
$3,587,000
5 Beds ⋅ 5 Baths ⋅ 220228147 MLS
There is a place in Bend where you can enjoy fishing, kayaking, boating or floating the Deschutes River right from your own private waterfront home. Launch from your private boat slip & dock located just outside Sunriver Resort with no HOA, no CC&Rs & no neighborhood rules to contend with. Only 3 minutes drive, 11 minutes by bike, or walk to Sunriver Village & the Sunriver Airport. This Frank Lloyd Wright inspired home is thoughtfully designed for timeless luxury, year-round living & multi - generational comfort, commercial grade elevator and spacious rooms for your favorite guests. Step outside to a lifestyle close to restaurants, shops & golf, then come home to one of the Bend Oregon's finest riverfront estates. Set on a 0.76-acre lot with over 100' of grassy riverfront land, the property features 2 garages and is wrapped in sublime landscaping behind a gated entry. This home can be purchased separately or together with 56688 Lunar Drive. Watch the 2-minute video and website!

56680 Lunar Drive, Bend

Listing courtesy of Bend Premier Real Estate LLC.

1596 NW Wild Rye Circle, Bend
$3,550,000
3 Beds ⋅ 4 Baths ⋅ 220220325 MLS
Adjacent to Archie Briggs Natural Area & overlooking the Deschutes River canyon, this North Rim residence captures sweeping Central Oregon views including Mount Jefferson, Mount Hood, Black Butte, Smith Rock, Powell Butte, and Riley Ranch. Set on a private 1.5-acre homesite within the North Rim gated community, the property offers both privacy and connection to the landscape. The modern minimalist design is centered around a light-filled atrium with a reflecting pool and skylight, bringing natural light into the core of the home. The upper level is designed for daily living, featuring the primary suite, kitchen, dining & living area home theater. The ground floor includes a foyer, atrium, two bedrooms, two baths, an exercise/pool room, a sauna, and a 2nd office/music room. An integrated elevator connects both levels, while three decks totaling approximately 930 square feet extend the living experience outdoors.

1596 NW Wild Rye Circle, Bend

Listing courtesy of Cascade Hasson SIR.

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.

237 Granite Street, Ashland
$3,500,000
5 Beds ⋅ 6 Baths ⋅ 220220674 MLS
Set on 3.48 private acres just 500 ft from Lithia Park and within a 1/2 mile of downtown Ashland, 237 Granite is a rare, legacy estate inspired by the timeless design principles of Greene & Greene Architects. Showcasing over 5,700 sq ft of refined living, this 5-bedroom, 5.5-bath residence embodies the essence of The Arts and Crafts Movement with exceptional craftsmanship, rich walnut flooring throughout, and a seamless connection to its natural surroundings. The grounds are a destination unto themselves--featuring a solar-heated pool, tranquil Japanese gardens with tea house, two waterfalls, a koi pond, and direct access to nearby hiking trails. Main level living w/ 871 sq ft primary wing, private caretaker quarters, and a separate 676 sq ft guest cottage with 1 bed, 1 bath, 2-car garage--offering flexibility for guests or extended living. ''The Gamble House'' of Ashland, this is the largest private estate of its kind in such close proximity to the cultural and natural heart of Ashland.

237 Granite Street, Ashland

Listing courtesy of Bespoke Real Estate.

17751 Preservation Loop Lot 471 Unit Lot 471, Bend
$3,495,000
6 Beds ⋅ 9 Baths ⋅ 220224247 MLS
Discover this exceptional Caldera Springs retreat, where refined luxury meets the beauty of the natural surroundings. Thoughtfully designed with sophisticated finishes and a bright, open floor plan, this 6-bedroom home offers the perfect blend of elegance and comfort, featuring a spacious primary suite on the main level. The gourmet kitchen flows seamlessly into the great room and recreation room, complete with a private sauna with direct access to the outdoor spa. Enjoy the beautifully landscaped outdoor living spaces that features a fire pit; perfect for alfresco dining, relaxing by the fire, or entertaining under the stars. Home will be complete 2nd week of August. Offered fully furnished, this turnkey home is ready to enjoy as a primary residence, vacation retreat, or investment opportunity.

17751 Preservation Loop Lot 471 Unit Lot 471, Bend

Listing courtesy of Cascade Hasson SIR.

11698 Pinedale Lane, Terrebonne
$3,495,000
5 Beds ⋅ 5 Baths ⋅ 220194502 MLS
Nestled w/in the exclusive Ranch at the Canyons, this extraordinary retreat honors both the grandeur of nature & the beauty of connection. Perched above 2.5 miles of private Crooked River frontage & framed by the iconic cliffs of Smith Rock State Park, it offers remarkable privacy just 20 minutes from Redmond Airport. Designed w/ intention, two primary suites occupy separate wings on the main level, offering exceptional flexibility for multigenerational living, extended family, guests, or two households sharing a remarkable Central Oregon retreat. A sliding glass wall opens the great room to golden sunsets, canyon views & ever-changing light. Perfect as a private sanctuary, legacy property or shared retreat, this is more than a home--it's an experience of peace, connection & timeless Oregon beauty combined w/an incredible value!

11698 Pinedale Lane, Terrebonne

Listing courtesy of RE/MAX Key Properties.

17745 Preservation Loop 472 Unit 472, Bend
$3,400,000
5 Beds ⋅ 7 Baths ⋅ 220227052 MLS
Experience the ultimate in Central Oregon resort living at Caldera Springs. Currently under construction, this exceptional luxury home offers 5 ensuite bedrooms, including 4 on the main level, 6 full bathrooms and 1 half bath, providing the perfect balance of comfort, privacy, and space for family and guests. Designed for both entertaining and everyday enjoyment, this furnished home features a spacious upper-level bonus room and an inviting outdoor living area complete with a gas fireplace and hot tub. The gourmet kitchen showcases premium appliances, stone countertops, and designer finishes, blending style and functionality. Ownership includes access to Caldera Springs' premier resort amenities, including the Forest House Aquatic Center, Quarry Pool & Fitness Center, golf, fishing, Lake House dining, pickleball, tennis, kayaking, miles of scenic trails, and more. Located just 20 minutes from Bend and 30 minutes from world-class skiing at Mt. Bachelor. Estimated completion 12/31/26.

17745 Preservation Loop 472 Unit 472, Bend

Listing courtesy of Sunriver Realty.

18277 Lava Springs Lp Loop 504 Unit 504, Bend
$3,399,999
5 Beds ⋅ 6 Baths ⋅ 220225246 MLS
Perfectly positioned on a premier 0.58-acre homesite in Caldera Springs, this exceptional Curtis Homes residence offers breathtaking water feature views and unmatched combination of luxury & livability. Featuring 5 beds, 6 bathrooms, inviting gathering spaces, and seamless indoor/outdoor connectivity -every detail has been thoughtfully curated to elevate the living experience. Three suites on the main include a stone fireplace, two with access to a paver-patio overlooking the water. Upstairs includes an en-suite, spacious bonus room with wet bar, & custom bunk room featuring 2 queens & 2 twins. Retreat outdoors to a covered back patio with fire pit, hot tub & built-in BBQ, all set against beautiful common area and tranquil water feature. Wolf & Sub-Zero appliance package, vaulted ceilings, and designer-selected finishes throughout. Oversized 3-car garage w/ extended depth RV bay. Located near the new Forest House, this home offers effortless and luxurious resort-living!

18277 Lava Springs Lp Loop 504 Unit 504, Bend

Listing courtesy of Sunriver Realty.

62313 McClain Drive, Bend
$3,390,000
3 Beds ⋅ 4 Baths ⋅ 220225288 MLS
An exceptionally rare opportunity to own a custom estate in the highly coveted Westgate community, where resales are virtually unheard of. Set on a premier 2.5-acre homesite with breathtaking views of the Three Sisters and Cascade Mountains, this extraordinary home offers 3,105 sq. ft. on the main level plus a 677 sq. ft. bonus room. Soaring ceilings, walls of glass, and designer finishes create a light-filled, luxurious living experience. The 1,100+ sq. ft. owner's retreat features stunning mountain views, a spa-inspired bath with freestanding tub, oversized tile shower, dual walk-in closets, flex space, and private hot tub patio. Industrial farmhouse design, Thermador appliances, custom cabinetry, stone counters, walk-in pantry, and an oversized four-bay garage with a 10' door that accommodates a Sprinter van plus a dedicated gear bay complete this exceptional home.

62313 McClain Drive, Bend

Listing courtesy of The Agency Bend.

11744 Galice Road, Merlin
$3,375,000
26 Beds ⋅ 23 Baths ⋅ 220202465 MLS
On the banks of the Wild & Scenic Rogue River, you will find a one of a kind destination - Galice Resort! The public boat ramp is a popular location with rafters from around the world enjoying this slice of Oregon, & Galice Resort makes for a great place to relax & recharge from a day on the river. The general store is stocked with gear, apparel, light snacks, & of course cold drinks! The entertainment & food court makes for lively summer nights for locals & travelers alike - enjoy live music all summer! Galice Resort features 10 lodging units starting with the one room Cabins, to the Galice Lodge as well as two homes ideal for manager/owner's quarters; nightly rates range from $159 to $699! The resort sits on just under 13 acres of land located 15 miles from Interstate 5 & 20 miles from downtown Grants Pass. This unique & special property is impeccably maintained & ready for new ownership - Come enjoy the wilderness and see what Galice Resort has to offer!

11744 Galice Road, Merlin

Listing courtesy of John L. Scott Medford.

13503 SW Spirit Rock, Powell Butte
$3,290,000
4 Beds ⋅ 5 Baths ⋅ 220225668 MLS
Award winning, mountain modern home that redefines luxury. This estate-scale residence offers clean lines, cantilevered decks and roof to maximize its expansive walls of glass creating a luminous living space. The architectural drama of timber and steel begins at the front entrance as you approach, crossing the bridge over live water, the 7' glass pivot door offers an uninterrupted view of the Sisters Mountain peaks that flows through the grand gathering room wall of windows. Dramatic 17' wall of stone with fireplace and hand crafted chandeliers. Sleek kitchen & butlers pantry with Wolf & Sub Zero appliances plus gorgeous wet bar w/drawer fridge, freezer & wine fridge. Luxurious primary suite with soaking tub, Dekton shower walls, heated floors plus 3 additional beautiful bedroom suites. The lower level includes a guest suite, sauna and game room with wet bar. Enjoy outdoor living on the expansive covered deck with recessed heat which is engineered to minimize obstructive supports.

13503 SW Spirit Rock, Powell Butte

Listing courtesy of Cascade Hasson SIR.

19345 Roswell Drive, Bend
$3,250,000
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.

1503 E Main Street, Medford
$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.

21455 SW Young Avenue, Bend
$3,190,000
6 Beds ⋅ 6 Baths ⋅ 220223998 MLS
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.

22155 Rickard Road, Bend
$3,150,000
5 Beds ⋅ 4 Baths ⋅ 220229050 MLS
Experience luxury ranch living on nearly 10 acres, where sweeping mountain, pasture & pond views set the scene for everyday life! Designed for gathering & enjoying the outdoors, this exceptional home makes it easy to dine al fresco, fire up the outdoor kitchen, or unwind by the fireplace as the sun sets over the pastures. Inside, soaring ceilings & walls of windows in both the living room & great room bring the landscape into the heart of the home, framing mountain & pasture views from nearly every angle. The main level features a luxurious primary suite w/two walk-in closets, a spa-like ensuite, along with an office overlooking the pastures. Upstairs, 4 beds, 2 full baths & bonus room w/wet bar, fireplace & covered deck. A detached shop, barn & private guest home add flexibility while the acreage offers a private pond, pastures, sport court, horseshoe pits & more. This is Central Oregon living at its most refined--where luxury, recreation & the freedom of open space come together!

22155 Rickard Road, Bend

Listing courtesy of Cascade Hasson SIR.

61440 Tam McArthur Loop, Bend
$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.

13501 SW Riggs Road, Powell Butte
$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.

61644 Tam McArthur Loop, Bend
$2,999,000
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.

62354 NE Erickson Road, Bend
$2,998,000
6 Beds ⋅ 7 Baths ⋅ 220225889 MLS
8,846 sq ft Home, very secluded with Mountain Views on 2.5 private acres in NE Bend OR. 6 total bedrooms, 7 Baths (4 full & 3 half). Primary bedroom suite is on the main floor w/ Mt View, double walk in closets, tile shower, soaking tub and makeup counter. Gourmet chefs Kitchen w/ built in appliances, pantry, granite countertops open to family room and breakfast nook. Home includes media room, fitness studio, game room, family room plus a bonus room. Formal living room, Formal dining room w/ butler pantry and wet bar. Main floor office is open to 2nd floor library. Spacious Laundry Room with 2 laundry towers, sink and cabinets. Wine tasting room and wine cellar plus walk-in storage closets. ATTACHED GUEST HOUSE: separate entrance, full kitchen, 1 & 1/2 baths, bonus room, ensuite bedroom w/ tile shower and soaking tub, Mt view balcony and deck. Surrounded on 3 sides by deed restricted Open Space. 2 miles outside city limits, easy access to shopping, dining, medical and schools.

62354 NE Erickson Road, Bend

Listing courtesy of NW Bend Homes, LLC.

18975 Pinehurst Road, Bend
$2,995,000
3 Beds ⋅ 4 Baths ⋅ 220228973 MLS
In the heart of desirable Tumalo, this exceptional 40-acre property offers 35 acres of irrigation and sweeping Cascade Mountain views. The 4,065 sq ft single-level home features a primary suite and 2 ensuite guest bedrooms, a dramatic great room with soaring wood-clad ceilings, exposed timber beams, steel detailing, natural stone and oversized windows framing the Three Sisters. A broad covered patio extends the living space outdoors, while a spacious 3-car attached garage provides exceptional storage. The 4,320 sq ft barn/equestrian facility includes 4 stalls, wash bay, caretaker's studio, shop and equipment space, 4 roll-up doors, RV accommodation and RV waste hookup. Fully fenced and cross-fenced, with an irrigation pond and established wheel and hand-line irrigation. An absolute must see property.

18975 Pinehurst Road, Bend

Listing courtesy of The Agency Bend.

3444 NW Greenleaf Way, Bend
$2,995,000
4 Beds ⋅ 5 Baths ⋅ 220225232 MLS
Refined Northwest architecture and elevated Craftsman artistry define this exceptional North Rim home with privacy and Cascade Mountain views. Hickory floors, antiqued knotty alder cabinetry and doors, hand-forged ironwork, hand-troweled walls and four fireplaces create a warm, sophisticated interior. Artisan-crafted Hammerton lighting adds sculptural character, while a Wolf range, Sub-Zero refrigerator, dual furnaces, central vacuum and extensive storage support effortless living. Designed to accommodate a future elevator, the home also offers two elegant outdoor spaces, including one with a tranquil water feature and built-in gas fire pit. Beyond the stated square footage is 881 square feet of finished & heated space for flexible use, from a fitness room, storage, to a speakeasy. Set among native ponderosa pines and juniper, North Rim offers a gated setting with an owners' lodge, park, trails, and tennis and pickleball courts, minutes from Bend's dining and recreation.

3444 NW Greenleaf Way, Bend

Listing courtesy of Keller Williams Realty Central Oregon.

69205 Hawksflight Drive, Sisters
$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.

15202 Richards Way, Eagle Point
$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.

4736 Marion Hill Road SE, Turner
$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.

3487 NW Greenleaf Way, Bend
$2,928,000
3 Beds ⋅ 4 Baths ⋅ 220217465 MLS
Offered $200,000 below its recently 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 perfectly captures Mount Jefferson to the north while natural light fills the home. Entry begins in a private courtyard where the sound of cascading water sets a calm tone. The kitchen opens to dining and an expansive deck oriented for sunset views over the peaks. The layout offers comfort and privacy with a serene primary suite featuring a fireplace and curbless shower, a privately situated ensuite guest suite, and a second guest suite for flexibility. Additional spaces include a sound-insulated theater, dedicated office, exceptional garage storage, and the convenience of a heated driveway and heated entry walk. Residents enjoy the lodge, nearby trails, and Bend's vibrant westside dining and recreation beyond!

3487 NW Greenleaf Way, Bend

Listing courtesy of Cascade Hasson SIR.

3922 Bellinger Lane, Medford
$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.

56350 Mirror Rock Loop 360 Unit 360, Bend
$2,895,000
5 Beds ⋅ 7 Baths ⋅ 220216436 MLS
Set in prestigious Caldera Springs near Sunriver, this luxurious retreat is designed for year-round entertaining and relaxation. Its corner-lot orientation provides a more open setting, with common area nearby and no home directly behind or across from the front of the property. Vaulted ceilings, warm wood beams, and expansive windows blend rustic charm with modern sophistication. The five-bedroom, 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 an upstairs loft/bunk room with six built-in bunks create inviting spaces for guests and gatherings. Outside, a covered patio with hot tub, fire pit, and built-in BBQ offers forested serenity. An oversized/deep 3-car garage provides room for larger vehicles and gear. Enjoy Caldera Springs trails, pool, sport courts, fitness center, and Caldera Links Golf Park.

56350 Mirror Rock Loop 360 Unit 360, Bend

Listing courtesy of Cascade Hasson SIR.

19492 Bainbridge Court, Bend
$2,875,000
4 Beds ⋅ 6 Baths ⋅ 220228534 MLS
Rare Privacy, Unmatched Location in Tetherow. Set at the back of a quiet cul-de-sac, this expanded 4,170 SF home offers exceptional privacy on an approximately .74-acre consolidated homesite--one of the larger lots in Tetherow. Open space behind the property and an easement along the north side create an added sense of separation and privacy. Inside, a versatile floor plan features two primary suites, two additional ensuite bedrooms, a dedicated office, flex room, great room and multiple gathering spaces, including a distinctive built-in conversation pit. Designed for entertaining and extended stays, the home flows outdoors to a protected courtyard and private rear deck with fireplace and hot tub. With direct access to Tetherow's extensive trail system and proximity to golf, dining, fitness and recreation, this is a distinctive home designed for the Central Oregon lifestyle.

19492 Bainbridge Court, Bend

Listing courtesy of Cascade Hasson SIR.

20180 Winston Loop, Bend
$2,850,000
5 Beds ⋅ 4 Baths ⋅ 220222189 MLS
Set above downtown Tumalo on just over 7 acres, this legacy estate in Winston Ranch is the kind of property that rarely comes available. Mornings open to 180-degree Cascade Mountain views, afternoons unfold by the pool, and evenings settle into a private movie theater or the one-of-a-kind office and den wrapped in spectacular woodwork. Freshly updated throughout with new interior and exterior paint, hardwood flooring, new carpet, updated fixtures, and a reworked primary ensuite, the home feels both timeless and ready. The ground-level primary suite frames an incredible mountain view with a large walk-in closet, picture-perfect tub, and dual vanities, while cherry cabinetry and an open-concept kitchen and living space anchor everyday life. A finished shop with bathroom and workspace and a 44' RV bay deliver rare flexibility. HOA-managed underground irrigation, a 1-mile private loop, and an underground dog fence make country living effortless. Call for a private tour.

20180 Winston Loop, Bend

Listing courtesy of Cascade Hasson SIR.

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