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$1,675,000
3 Beds 5 Baths 220220343 MLS
Privately gated and set on 5 acres, this exceptional property showcases refined custom design and uncompromising quality. Built at a cost exceeding $2M, the home reflects a level of craftsmanship rarely seen today, including a 100-year slate roof. Inside, soaring ceilings, rich woodwork, and elegant polished vein-cut travertine flooring mirror the home's custom stone exterior, creating a seamless architectural story, with a roofline that echoes the surrounding mountains. The chef's kitchen features premium appliances, a butler's pantry, and superbly crafted custom cabinetry. The primary suite offers dual bathrooms and separate closets, while a private VIP guest suite provides flexibility for extended stays. Every aspect of this estate reflects intentional design, quality materials, and a vision of elevated living. This is a residence that must be experienced in person to be fully appreciated. Call to schedule your private showing today. One seller is licensed OR Realtor.

727 Earhart Road, Rogue River

Listing courtesy of More Realty.

$1,674,000
3 Beds 2 Baths 220223133 MLS
Set on nearly 6 private acres just minutes from downtown Sisters, this beautiful completely remodeled cedar Lindal home blends timeless mountain character with modern luxury. Single-level living with soaring ceilings, stunning woodwork, expansive windows, loft and a brand-new propane fireplace create a warm, light-filled retreat, while the open-concept great room and fully updated kitchen are designed for gathering and entertaining. Additional upgrades include motorized smart shades, Lutron smart home & a top-of-the-line Mitsubishi heat pump. Outside, the impressive 2,300+ sq. ft. shop is a dream setup, featuring a bathroom, private office, RV hookups, car lift, and space for a 40-foot motorhome--ideal for hobbyists, entrepreneurs & adventure enthusiasts. A garden shed and additional carport provide even more storage and flexibility. Offering privacy, panoramic views, usable acreage, and an unbeatable location, this is a rare opportunity to enjoy the very best of Central Oregon living.

69420 Crooked Horseshoe Road, Sisters

Listing courtesy of Bend Premier Real Estate LLC.

$1,670,000
4 Beds 4 Baths 220222812 MLS
Seller says sell~all reasonable offers considered. $200K+ in luxury updates-unrivaled panoramas! This turnkey retreat is nestled in a 1,000-year-old juniper forest at a private lane's end in Pronghorn at Juniper Preserve. Perched on the 17th Fazio fairway, the home captures postcard-perfect Cascade views. Inside, natural light fills the spaces, complete with a den, tasting room, and a secret door leading to a wine cellar. The palatial primary suite boasts a fireplace, sitting enclave, wet bar, spa bath, spacious wardrobe suite and private view deck. Perfect for hosting, the expansive outdoor spaces feature a courtyard fireplace, fire pit, built-in Twin Eagles BBQ, and turf games area. Accommodate guests in the separate 2-bedroom lock-off suite. Features a 2-car garage + golf cart bay. Short-term rental potential. Enjoy premier resort amenities: pools, Member's Lounge, pickleball, and fine dining. $115K Premier Membership is included! Ultimate exclusivity just 20 min. to downtown Bend.

22887 Ghost Tree Lane, Bend

Listing courtesy of Stellar Realty Northwest.

$1,659,000
5 Beds 4 Baths 220182923 MLS
Private estate located in the coveted west hills of southern Oregon; this property offers panoramic views of Rogue Valley. Completely remodeled in 2019, this 6,000+ sf home has two living rooms and a stunning kitchen featuring a 14' granite island and eating bar, equipped w/Wolf 4-burner cooktop with griddle, double ovens, built in refrigerator/freezer, butler's pantry, and much more. On 2 levels, with 5 bedrooms, office, bonus rooms, 2 laundry rooms, home theater with five screens and a bar. The primary suite is on the main floor, features a walk-in closet, a huge carrera marble shower w/3 shower heads. The main floor living room has vaulted ceilings with wood beams, flagstone fireplace with gas insert and breathtaking views. This property is entered via a private driveway where one passes by multiple out-buildings: two barns, 3 bdrm/2 bath, 1,782 sf rental property. 2 wells and a 10K gallon holding tank. If you have been looking for something truly special, this is it.

4640 Scenic Avenue, Central Point

Listing courtesy of John L. Scott Medford.

$1,650,000
3 Beds 4 Baths 220224730 MLS
Completed in 2022 and located close to Downtown Bend's restaurants, shops, and entertainment and only a couple of blocks from the parks and river access. This 2-story home has wood and tile floors throughout the Living Area; the primary bedroom and bath are also located on the first floor. 2 bedrooms, 2 full baths and a Bonus Room are located upstairs. Large living area includes gas fireplace. The kitchen is equipped with BOSCH appliances, solid surface counters, kitchen island, loads of cabinet and pantry space. HVAC is dual zoned, so 1st and 2nd floor temperatures stay comfortable. Front and back yards are landscaped and on drip systems for easy maintenance. Large covered front porch and 3-panel glass collapsible doors make indoor/outdoor living easy and enjoyable. Large, 2-car garage with room to park additional cars in back.

1225 NW Elgin Avenue, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

$1,650,000
4 Beds 4 Baths 220224079 MLS
This fully turnkey waterfront retreat sits on 1.08 private acres and offers proven short-term rental performance. Completely remodeled, the home was redesigned so nearly every room captures sweeping lake views. Property has years of financial history showing approximately $150,000 in rental income with strong summer occupancy & established bookings. This is a rare opportunity to own a lifestyle property with meaningful income potential. The home comfortably hosts 18-20 guests & features a main-level primary suite with heated floors & lake views, multiple guest rooms, and a custom bunk room. A spacious deck overlooks the water, while manicured lawn areas provide space for entertaining & relaxed lakeside afternoons. The oversized 3-car garage fits a boat & Sprinter van, and a flexible ADU above with private access. A 48-foot floating dock, two wells, cistern, and lake-fed filtration complete this exceptional lakefront offering.

10550 N Ochoco Highway, Prineville

Listing courtesy of The Agency Bend.

$1,650,000
5 Beds 3 Baths 220224024 MLS
Live the Black Butte Ranch lifestyle on coveted Bracken Lane. Fronting the 4th hole of the Big Meadow Golf Course, this impressive 3,325-square-foot estate is tailored for fun and effortless entertaining. Inside, vaulted ceilings and expansive windows frame the light-filled great room, which opens beautifully to the chef's kitchen and dining area. Designed with a highly functional layout, the home features the ultimate convenience of a main-level primary suite. The upper level is entirely dedicated to hospitality and recreation, boasting a massive bonus living space ideal for game days, alongside four generous guest bedrooms. Whether you are hosting large gatherings or enjoying quiet mountain mornings, this property perfectly blends luxury and high-desert charm. Your ultimate Pacific Northwest retreat awaits in the heart of Black Butte Ranch.

71006 Bracken Lane GH 87 Unit GH 87, Black Butte Ranch

Listing courtesy of Ponderosa Properties.

$1,650,000
4 Beds 4 Baths 220218010 MLS
Once in a lifetime chance to own your forever property! This place has it all! 4 bedroom and 4 full bathrooms. Almost 3,500 sqft. of a very upper end custom built home situated on 37.46 acres, 16 + acres of which are completely irrigated not only from year round Quartz Creek that travels N to S through the property also with a 50 gpm well for domestic (fantastic) water also with water rights. Underground irrigation with risers,water cannons,and alum lines. There is also another 60 gpm well is on the property. 2 barns, one could easily be another dwelling, ADU, Ranch hand dwelling, etc. Another large metal barn has 8 stalls, tack room, cement pad. Expansive garden areas and fruit trees all with irrigation. 15+acres of hiking, riding trails and an artesian spring. Marketable timber has already been selectively cruised for forest management and $. This is truly a unique property. Possible Owner terms. Owner is a real estate broker licensed in the state of Oregon.

2440 Hugo Road, Merlin

Listing courtesy of Windermere Real Estate Southern Oregon.

$1,650,000
5 Beds 5 Baths 220214060 MLS
Known as 309 and 311 Granite Street, this exceptional estate overlooks Lithia Park on nearly six private acres, blending European elegance with a tranquil forest setting. Mature trees, stone paths, patios, and water features create rare seclusion just minutes from downtown Ashland, the Oregon Shakespeare Festival, and the historic Plaza. Vaulted ceilings, fine woodwork, stained glass, and expansive windows fill the interiors with warm, old-world character and natural light. The main home centers on an open great room with a dramatic rock fireplace, flowing to an informal dining area and oversized kitchen, with additional living spaces for entertaining or everyday life. The primary residence offers 4,479 sq ft plus 2,364 sq ft of flexible ground-level space. A second residence adds 844 sq ft, a 1,153 sq ft multi-purpose room, and carport-about 8,840 sq ft total. Near Mt. Ashland, Crater Lake, Britt Festival, and Rogue Valley wineries, this is a rare architectural retreat of tranquility

309 Granite Street, Ashland

Listing courtesy of eXp Realty, LLC.

$1,650,000
3 Beds 5 Baths 220213746 MLS
Coastal French inspired Custom in Rivers Edge. Open Flame Chandeliers and a Massive Ornamental Steel Door set the tone for this Elegant Home. Open Concept Great Room with an18 ft Wall of Windows and Opulent Grand Fireplace. Hickory Hardwoods and Five Balconies compliment an All En Suite Design offering Commanding Territorial Views from Three Finger Jack and Mt. Jefferson to Smith Rock and Pilot Butte. Expansive Kitchen features a Rare Brazilian Stone Island and Luxury Appliances from Wolf, Kitchen Aid, Dacor and Perlick. A phenomenal list of amenities, unmatched on the Butte, include a Solid Mahogany Pub with Antique Hand Carved Accents, a Secret Door, an Odorless Cigar Ventilation System, a Gym and a Custom Copper Bar with Brass Triple Taps. A complete Live Away Remodel in 2020 added many incredible amenities renewing every corner of this fascinating abode inside and out at an overall cost of $700k. New roof & HVAC in '23. This one of a kind home is meticulous in every way!

3209 NW Fairway Heights Drive, Bend

Listing courtesy of eXp Realty, LLC.

$1,650,000
3 Beds 2 Baths 220191801 MLS
This property is a delightful 5± acre equestrian estate near Tumalo and just six miles from Bend. Known for breeding and training top horses in NRCHA, Team Penning, and Sorting competitions, it features a two-story home with three bedrooms and two bathrooms across 2,080± square feet. Highlights include wood-burning stone fireplaces, a wrap-around porch, a 20' x 24' deck, and a permit-ready plan for an expanded primary suite. The property also boasts a 24' x 36' barn, a 10' x 36' equipment shed, and a 12' x 24' run-in shed, all set in a mature landscape with stunning mountain views. Located on a cul-de-sac, Juliet Farm offers a peaceful retreat just 6± minutes from Bend, with easy access to shopping, dining, and skiing at Mount Bachelor. Experience a perfect blend of elegant living and equestrian excellence at this exceptional estate.

65160 Highland Road, Bend

Listing courtesy of Hicks Team - Fay Ranches LLC.

$1,649,990
3 Beds 3 Baths 220221187 MLS
Unobstructed 3-Sisters Views compliment this highly upgraded home on 8.34 acres. As you enter the foyer you are greeted by vaulted great room ceilings, a rock surround fireplace & expansive windows that highlight the world class vistas from almost every point in the home. The kitchen has granite counters, two dishwashers, island w/breakfast bar, & undercabinet lighting. The composite deck is right off the kitchen, partially covered & heated. The main floor has a guest bedroom, full bath, & a huge pantry/utility room. Upstairs is a primary suite w/amazing views, a private deck, tiled shower, toilet room, double vanity, & heated floors. Downstairs is spa-room w/ hot tub, sauna, shower, & toilet & a game room w/pool table, poker area, TV, & wood burning fireplace. Adjacent is an office that doubles as a sleeping space, another full bedroom, & a storage room w/well equipment. The spacious guest house is above the triple garage & there is a greenhouse & a barn for storage or livestock!

69470 Deer Ridge Road, Sisters

Listing courtesy of Windermere Realty Trust.

$1,649,000
3 Beds 4 Baths 220224916 MLS
An extraordinary private estate where timeless elegance meets modern luxury on 5 beautiful acres! This exceptional 4,896 sq. ft. residence showcases impeccable craftsmanship with a grand custom barrel ceiling entry, soaring ceilings, rich hickory floors, and exquisite custom-milled Knotty Alder woodwork finished in a rich dark walnut. Designed for refined living, the home features a gourmet kitchen with a butler's pantry, temperature-controlled wine cellar, formal dining room, private theatre, library, 2 offices and a luxurious primary suite on the main floor. A plethora of windows frame gorgeous views of the surrounding landscape, while covered patios, multiple outdoor living spaces, and a tranquil waterfall create a resort-inspired retreat. Additional highlights include an expansive 5-car attached garage plus an additional 1-car detached garage, gated entry, RV parking, and seasonal pond. Perfectly located in the coveted Kendallbrook Estates, this remarkable property is a rare find!

177 Kendallbrook Way, Grants Pass

Listing courtesy of RE/MAX Integrity Grants Pass.

$1,649,000
5 Beds 3 Baths 220219572 MLS
Own a custom creekfront estate where the included RV & boat storage business helps offset the cost of ownership. Situated on 1.97 acres along Ochoco Creek, this custom 3,200 sq ft steel-frame home offers 5 bedrooms, 3 baths, concrete radiant heated floors on the main level, central HVAC, natural gas, and a matching 2,000 sq ft heated shop. Spacious living areas, quality finishes, and beautiful creek views create an exceptional lifestyle. Included in the sale is a fully fenced, gated 60-space RV & boat storage business with keypad access, strong occupancy history, and approximately $32,000 annual net income. Owner financing available to qualified buyers. A rare opportunity to enjoy luxury living while owning an established income-producing business just minutes from downtown Prineville.

1584 N Gardner Road, Prineville

Listing courtesy of Root & Branch Realty Group.

$1,648,000
3 Beds 3 Baths 220226361 MLS
Built by Structure Development NW, this Prairie-style home is located on Bend's westside in NorthWest Crossing. Offering 2,640 SqFt, three bedrooms, 2.5 baths, a dedicated office, and an upstairs loft, the open floor plan provides flexibility for work, guests, and daily living. The main-level primary suite offers comfort and privacy, while the great room features a gas fireplace, abundant natural light, and easy flow into the kitchen and dining areas. Designed for cooking and entertaining, the kitchen showcases custom cabinetry, solid-surface countertops, generous storage, and a large center island. Hardwood floors enhance the main living spaces, with tile showers and quality finishes throughout. A laundry room and mud room add everyday convenience. Outside, enjoy a beautifully landscaped backyard, covered patio, and gas firepit, perfect for relaxing or entertaining. The spacious three-car garage provides room for vehicles, gear, and storage, all near parks, trails, shops, and dining.

2100 NW Newport Hills Drive, Bend

Listing courtesy of Stellar Realty Northwest.

$1,645,000
4 Beds 5 Baths 220218314 MLS
Craftsman style home nestled along the famous Rogue River. This 4-bed, 4.5-bath residence spans 3,716 sq. ft., exuding charm and elegance. Built in 2005, it features an impressive great room with soaring ceilings and a beautiful rock fireplace. The roomy kitchen offers porcelain tile, custom cabinetry, and high-quality stainless appliances. Wood and stone detailing add character throughout. The primary suite on the main level boasts a spa-like bathroom, a private well-appointed ADU guest wing including its own kitchen, bedroom, bathroom and brand-new flooring. Enjoy stunning river views from the large upper deck and unwind by the firepit overlooking the water. With an attached 2-car garage plus ample storage space, this property offers both convenience and functionality. The 1.47-acre lot is beautifully landscaped, featuring a small vineyard and fenced garden. ''Salmon are in,'' catch them from the banks of this property. An idyllic retreat for those seeking luxury riverside living.

343 Rene Drive, Shady Cove

Listing courtesy of Windermere Trails End R.E..

$1,629,000
3 Beds 4 Baths 220216562 MLS
Another beauty by Malace Homes. Experience a masterclass in modern living with this stunning 2,673 sq ft contemporary home, where every detail is designed for style and utility. The heart of the home is a chef's sanctuary, featuring professional-grade Viking appliances, custom cabinetry, a dedicated coffee bar, and a butler's pantry for seamless entertaining. The thoughtful layout includes a dedicated flex space for the modern professional and three full en-suite bedrooms for ultimate privacy. Retreat to the primary suite to enjoy a quiet evening on your private deck--pre-wired and reinforced for a hot tub. Outside, the custom fire pit serves as the perfect vantage point for sweeping park and mountain views.

62475 NW Woodsman Loop, Bend

Listing courtesy of The Agency Bend.

$1,600,000
3 Beds 3 Baths 220223989 MLS
Discover an extraordinary 40 acre riverfront retreat with Crooked River frontage and river access, offering the perfect blend of luxury, privacy and outdoor adventure. Expansive windows showcase panoramic views of snow-capped mountains, rugged canyon landscapes and dramatic rock formations. Thoughtfully crafted, custom home features: 3562 sq ft, open floor plan, Acacia hardwood floors, knotty alder doors/trim, natural wood accents and a stunning stone fireplace. The chef's kitchen is equipped with granite countertops, breakfast bar, quality appliances, pantry. The spacious primary suite serves as a private retreat with a soaking tub and tiled walk in shower. Additional amenities include an office, bonus room/loft, utility room and attached two car garage with workbench. The shop is 40'x60' with bathroom exceptional space for equipment, hobbies and storage. Enjoy the privacy, wildlife and access to BLM lands and thousands of acres of National Grasslands.

20900 NW Butler Road, Terrebonne

Listing courtesy of Cascade Hasson SIR.

$1,599,950
4 Beds 6 Baths 220224980 MLS
One of Central Oregon's most distinctive luxury estates, this extraordinary 4,077 sq ft custom residence is set on 2.39 private park-like acres near BLM land and the outdoor recreation that defines the Bend lifestyle. Inspired by timeless Victorian architecture, this exceptional 4-bedroom, 5.5-bath home blends enduring craftsmanship with modern comfort. Four private en-suite bedrooms, including a main-level primary retreat, offer exceptional privacy, while three fireplaces, soaring ceilings, rich hardwood floors, intricate millwork, and a dramatic octagonal living room with floor-to-ceiling windows create unforgettable gathering spaces. A game room with fireplace, wet bar, and pool table adds character for entertaining. The chef's kitchen features stone countertops, custom cabinetry, a gas cooktop, oversized island w/seating, and large pantry. A wraparound porch, heated 4-car garage with workshop, RV-ready 30 & 50-amp power, and extensive upgrades complete this remarkable Bend estate.

60287 Tall Pine Avenue, Bend

Listing courtesy of High Desert Realty, LLC.

$1,599,000
4 Beds 3 Baths 220225199 MLS
Escape to this fully furnished retreat on the headwaters of the Spring River! Situated on nearly an acre, this exceptional property is ideal as a primary residence, vacation home, or investment opportunity. The main living area features soaring 18-foot vaulted ceilings, a wood-burning fireplace, and access to multiple decks for enjoying the peaceful setting. The open kitchen and dining area flow into a bright sunroom and spacious back deck. The main level offers two bedrooms, a full bath, and a separate in-law suite connected by a breezeway with its own living room, bedroom, and bath. Upstairs, the private primary suite includes a balcony plus a versatile office or sitting area. A bonus room above the garage adds even more flexibility. Recent updates include interior paint, ductless mini-splits, appliances, and a hot tub. Enjoy miles of mountain biking trails plus kayaking and paddleboarding right from your backyard.

56832 Besson Road, Bend

Listing courtesy of Knightsbridge International.

$1,599,000
3 Beds 5 Baths 220224084 MLS
Perched atop Awbrey Butte, this exceptional contemporary home showcases sweeping views from Mt. Hood to the Ochocos. Designed for both comfortable living and effortless entertaining, the main level features a light-filled great room with expansive windows, a newly remodeled gourmet kitchen, dedicated office, and three private suites. The versatile lower level offers a spacious flex room currently used as a fitness and music room, with endless possibilities for media, recreation, hobbies, or guest accommodations. A wine room, powder bath, and additional storage/workspace off the garage provide added functionality. Take in the panoramic mountain views from the front deck, or retreat to the private backyard oasis featuring mature landscaping and a tranquil water feature. Thoughtful finishes include radiant heated floors in the primary bath, a stone fireplace, quality KitchenAid appliances, and an owned solar energy system for improved efficiency and reduced utility costs.

1195 NW Remarkable Drive, Bend

Listing courtesy of Stellar Realty Northwest.

$1,599,000
4 Beds 5 Baths 220219069 MLS
Wake up to sweeping Cascade Mountain views from nearly every room of this 3,960 sq ft Awbrey Butte retreat on a private .84 acre lot. This 4 bedroom home with 5 baths offers a thoughtful layout for a variety of lifestyles. The heart of the home features a warm family room with fireplace and a well designed kitchen with custom workspaces and abundant storage. The primary suite is a true retreat with radiant heated floors, a wood burning fireplace, private deck, and dedicated office. The lower level works well for guests or multigenerational living, with a fourth bedroom that easily doubles as a flex space. Amenities include an elevator, indoor sunken hot tub, central vac, whole home humidifier, and a heated 3 car garage with epoxy floors. Enjoy mornings on the deck, afternoons on nearby trails, and evenings under the Central Oregon sky. This is more than a home, it is a lifestyle.

2889 NW Starview Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$1,599,000
5 Beds 4 Baths 220215471 MLS
Calling all investors looking for their retreat at Black Butte Ranch! Roughly $190,000 in gross revenue as a short term rental in 2025! This beautifully updated 5-bedroom, 3.5-bath home offers the perfect blend of comfort, style, and income potential. Featuring two primary suites on the main level, this thoughtfully designed floor plan is ideal for both personal use and/or short-term rental income. Enjoy stunning views of Black Butte, as well as the 4th and 15th greens right from your deck. The remodeled kitchen and bathrooms bring a fresh, modern touch to this warm mountain home. Perfectly situated near the golf shop, Roberts Pub, Lakeside Bistro, rec center pool, and lodge, this property places the best of resort living just steps away. Whether you're seeking a full-time residence, vacation getaway, or income-producing investment, this home offers it all in one exceptional package.

13168 Hawks Beard, GH 133, Black Butte Ranch

Listing courtesy of Knightsbridge International.

$1,595,000
3 Beds 3 Baths 220220510 MLS
Better than new! This Craftsman located in desirable Discovery West with custom upgrades throughout. This 3 bed, 2.5 bath home features a main-level primary suite with heated tile floors, a private office, and open-concept living. The kitchen includes quartz countertops, stainless appliances, large island, and pantry. Great room offers large windows, gas fireplace, and custom built-ins. Hardwood floors throughout main living areas and upstairs. Upper level includes two bedrooms, a full bath with dual vanities, and flexible bonus space. Outdoor living features covered paver patio, custom built in gas fire pit, welcoming front porch, and beautifully landscaped yard. Alley-access to 2-car garage with electric car charger and a newer SOLAR system recently installed. Located a short distance to Discovery Corner, The Grove, parks, trails, schools, and Bend's best restaurants. Move in and start enjoying all Discovery West and Bend have to offer!

3118 NW Mayer Place, Bend

Listing courtesy of Cascade Hasson SIR.

$1,595,000
3 Beds 3 Baths 220218657 MLS
Experience the best of Brasada living in this meticulously maintained residence, situated on a premium double lot that maximizes space and privacy. This home stands out for its views of the Cascades from the great room and massive view deck (added in 2018). Functional floor plan features one level living - primary on the main floor - recently refreshed with new 2026 carpeting. The chef's kitchen is outfitted with a professional-grade Dacor 6-burner range. A 2024 landscape refresh features a fully fenced, west-facing backyard with a custom split-rail fence. Recent updates, including a 2025 furnace, ensure this home is turn-key. Residents enjoy all the benefits of the Brasada lifestyle, including multiple pools, the Cascade Pool (adults-only), award-winning golf, and unparalleled access to high-desert adventure.

15361 SW Branding Iron Court, Powell Butte

Listing courtesy of Brasada Ranch Real Estate.

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