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$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.

$1,645,000
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..

$1,600,000
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 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.

$1,595,000
4 Beds 3 Baths 220216271 MLS
This contemporary farmhouse is the perfect setting for entertaining inside and out. Following an extensive 2021 expansion, more recent updates include a new roof, paved driveway, remodeled kitchen & bath, and complete landscaping. Step inside to a voluminous great room with vaulted ceilings and light-filled open space. At the home's hub, the remodeled kitchen transitions seamlessly to a secondary fireside living room. The main level offers 3 bedrooms - including a secluded guest wing or office - and the upper level is dedicated to the primary retreat featuring a gorgeous bath, generous walk-in closet and the Cascade Mountain and pastoral views also seen throughout the home. The 0.63-acre grounds have been developed for a fun, active lifestyle with a bocce court, hot tub, greenhouse & garden, and a fire pit along the serene canal. Backing to 20 acres which cannot be developed, the property offers the feel of a sprawling acreage. A 954 SF, 4-car garage completes this rare offering.

21483 Bunchgrass Court, Bend

Listing courtesy of Avenir Realty.

$1,595,000
3 Beds 3 Baths 220214952 MLS
Experience elevated living in the heart of Juniper Preserve, where contemporary design meets serene pond-side beauty. Perfectly positioned along the community's main pond, this striking two-story home showcases a stone-clad façade, clean architectural lines, and integrated planter boxes that blend modern elegance with nature. Inside, the open great room features 18-foot vaulted ceilings, exposed beams, and expansive windows that fill the space with natural light. Designed for effortless living and entertaining, the home flows seamlessly to outdoor spaces, including a rear patio with endless possibilities. The thoughtfully designed layout includes three bedrooms, a study, and a versatile bonus room with an upstairs balcony--ideal for guests, media, or an additional bedroom. The primary suite offers a private patio, creating a peaceful personal retreat. A three-car garage provides ample storage and convenience. A Pronghorn Premier Club Membership $115,000. is included.

23118 Watercourse Way Lot 111 Unit Lot 111, Bend

Listing courtesy of Engel & Voelkers Bend.

$1,595,000
3 Beds 5 Baths 220214949 MLS
Welcome to refined modern farmhouse living in this stunning new-construction, two-story residence. Featuring three bedrooms with the primary on the main level, a dedicated study, and thoughtfully designed gallery spaces, this home blends versatility with elevated style. A charming courtyard leads to the spacious two-car garage, while a gorgeous private back patio invites seamless indoor-outdoor living and entertaining. Inside, luxury LVP flooring, custom tile showers, and abundant natural light create a bright, sophisticated atmosphere throughout. The great room is anchored by a beautiful fireplace, while the primary suite offers a spa-like retreat complete with a soaking tub and its own fireplace--perfect for unwinding in comfort. Finished with a full paver driveway and high-end details throughout, this home delivers the ideal balance of modern elegance, warmth, and functionality. Pronghorn Premier Club Membership cost $115,000 this is Included in purchase price.

65675 Pronghorn Drive Lot 16 Unit Lot 16, Bend

Listing courtesy of Engel & Voelkers Bend.

$1,595,000
3 Beds 3 Baths 220212340 MLS
Welcome to this bespoke Craftsman-style villa, nestled in the serene Juniper Preserve. This single-level sanctuary boasts 3 bedrooms, 3.5 bathrooms, and a 2-car garage. with exquisite wood beams. Inside, revel in the see-through fireplace connecting the entry to the living room. The main suite offers a luxurious soaking tub. The expansive gourmet kitchen features a butler pantry and a sophisticated bar space for those that love to entertain. Enjoy seamless indoor-outdoor living with multiple patio areas, including a tranquil rear patio retreat. Complete with a six-panel slider off the living room an electric vehicle charging station, this home promises unparalleled comfort and sophistication. Enjoy all the amenities at Juniper Preserve! 36 holes of Championship Golf on the Fazio & Nicklaus courses, Troon golf benefits. Includes Non refundable membership fee of $115,000.

23114 Angler Court Lot 9 Unit Lot 9, Bend

Listing courtesy of Engel & Voelkers Bend.

$1,595,000
4 Beds 3 Baths 220208118 MLS
A masterpiece of design and craftsmanship, this extraordinary Sisters estate—conceived by acclaimed architect Steve Van Sant and brought to life by Tee Harbor Construction—delivers an unparalleled lifestyle in one of Central Oregon's most coveted settings.Perched on The Rim at Aspen Lakes, the property commands jaw-dropping panoramas from Mt. Jefferson to Broken Top. Beyond its borders lies permanently protected land, offering a front-row seat to Whychus Creek and the pristine Willow Springs Preserve. Inside, walls of glass frame breathtaking scenery, a sculptural fireplace anchors the great room, and the chef's kitchen boasts professional appliances, a walk-in pantry, and an island. The main-level primary suite is a serene, light-filled retreat. From the deck, watch raptors soar and deer roam—all just minutes from downtown Sisters and Aspen Lakes Golf Course. This isn't just a home; it's a front-row seat to the majesty of Central Oregon.

69305 Hawksflight Drive, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

$1,590,000
3 Beds 3 Baths 220218997 MLS
A dream view property on 18.8 private acres with stunning views of the Three Sisters and Broken Top. Extremely private and bordered on three sides by 180,000 acres of public land. This custom-built home offers 3 bedrooms, 2.5 baths, plus a large bonus room for flexible use. The primary suite features a custom tile shower, clawfoot tub, dual closets, and private hot tub access. Professionally landscaped with low-maintenance sprinkler and drip systems, plus a custom waterfall feature. Enjoy covered, Trex decks. In addition to the oversized attached garage, there is a detached 2-car garage and a spacious 36x48 outbuilding ideal for a shop, horses, or kennel use. Centrally located between Sisters, Redmond & Bend. (Broker Owned)

68050 Fryrear Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$1,585,000
3 Beds 3 Baths 220224076 MLS
A rare offering in the heart of Historic Jacksonville, Tiger Lily Inn blends storybook charm, refined design and flexible living/income potential just steps from shops, dining, Britt, wine tasting and Doc Griffin Park. Set on approx. .23 acre with two beautifully curated buildings, the property includes two exquisite guest suites, 3 baths, inviting living areas, designer finishes, layered textures, romantic décor, gardens, patios, event lawn and a bridal/flex studio opening to the outdoors. Every space feels thoughtfully composed, warm, elegant and memorable. Currently known as an intimate inn and special-event setting, for weddings, celebrations, gatherings & reunions it also lives beautifully as a private residence, guest retreat or multigenerational compound. Seller believes additional cottage-style improvements may be possible; Buyer to verify with City. Historic Core zoning creates added versatility; all future use subject to City. Inquire for full details.

215 S 4th Street, Jacksonville

Listing courtesy of Millen Property Group.

$1,585,000
4 Beds 4 Baths 220219839 MLS
The easiest type of acreage. Sweeping Cascade Mtn. views and waterfront living at this private ESTATE w/ 2.25 acres of deeded COID rights plus a custom home. Just 3 songs from Bend. The cherished seasonal arrival of water makes this is canal-front living 6 mos a year; wildlife abounds. Thoughtfully landscaped grounds & a wraparound deck create a peaceful, immersive setting. Main lvl: kitchen features SS appliances, double ovens, custom cabinetry, and a statement island of reclaimed Sequoia redwood. Office, dining, 1/2 bath. The great room is anchored by a floor-to-ceiling stone frplc & a rare Juniper mantle estimated to be 1000 years old. Upstairs offers 3 bdrms, including a spacious prmry, plus a large rec room w/ projector, pool table, sink and bevy fridge. A 1,200 sq. ft. detached shop w/ a 480 sq. ft. furnished guest qtr. adds flexibility. New well in 2023, EFU zoning, endless potential; this is where wide-open native wild space captures the soul. Underground sprinklers - Too Easy.

24442 Dodds Road, Bend

Listing courtesy of Cascade Hasson SIR.

$1,583,000
3 Beds 5 Baths 220223723 MLS
Distinctive Sun Forest-built retreat in one of Sunriver's most spectacular settings. Designed by G. Pierce to capture mountain, forest and sunset views, this bright, inviting home lives among the tree canopy with views of Mt. Bachelor, Tumalo Mountain, Annes Butte and Broken Top. The thoughtful floor plan offers generous square footage, refined gathering spaces and flexibility for full-time or second-home living, with 3 bedrooms plus den/library, including a spacious primary suite and two lower-level guest suites. Ground-level entry, multiple outdoor living areas, wine cellar, extensive storage, whole-house audio, 3-car garage and highly functional shop/studio behind the garage. A rare Sunriver property for those who value privacy, craftsmanship, storage, gear space and year-round Central Oregon living.

57733 Wallowa Loop, Sunriver

Listing courtesy of Cascade Hasson SIR.

$1,575,000
4 Beds 3 Baths 220224553 MLS
Exceptional NW contemporary home in sought-after Awbrey Road Heights! Built in 2022 and impeccably maintained, this 4-bedroom, 3-bath home offers over 2,900 sq. ft. of refined living on a beautifully landscaped .42-acre lot. Rich hardwood floors, an open floor plan, and expansive windows fill the home with natural light while capturing stunning northeastern mountain views. The chef's kitchen features quartz countertops, Thermador appliances, and a Wolf induction range, and flows into the roomy yet comfy great room. The primary suite and dedicated office both enjoy inspiring views, while a second primary suite is ideal for guests or multigenerational living. Designed for year-round enjoyment, the covered patio overlooks landscaped grounds complete with raised garden beds and a private sauna--the perfect setting to relax or entertain. The garage with an oversized 10' x 8' door joins the two-car garage and features epoxy-coated floors, an EV charger, and motorized ceiling storage racks.

670 NW Powell Butte Loop, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

$1,575,000
3 Beds 3 Baths 220224073 MLS
Tumalo Farm, immaculately cared for inside and out. Fully fenced and gated 18 acres with water rights. Home features high quality ICF (Insulated Concrete Form) construction, known for superior energy efficiency, sound insulation, and durability. A recent living room addition has stunning ranch & mountain views. The floorplan is both spacious and practical, including a separate guest suite with a private entrance. The property shines with impeccably maintained landscaping, organized outbuildings, and wide-open space for all your needs. It includes a barn for hay storage, a paddock, large shop with an RV bay and hookups, and ample room for storing equipment, trailers, and recreational gear. Property highlights include: Producing grass hay fields Paddock with 3 stalls and tack room Farm deferral and irrigation rights Barn, shop, and RV bay with full hookups Fully fenced and cross-fenced for animals Clean, functional outbuildings and storage Room for gardens, livestock, and all your toys

65880 93rd Street, Bend

Listing courtesy of Cascade Hasson SIR.

$1,575,000
3 Beds 2 Baths 220220057 MLS
Beautiful new construction by Leader Builders, known for exceptional craftsmanship, thoughtful design, and high-end finishes throughout. This single-level home offers 3 bedrooms + den, 2 baths, and a versatile tandem 2-car + separate 1-car garage. The open-concept layout is filled with natural light and elevated by wide-plank white oak flooring, custom cabinetry, and carefully curated details. The chef's kitchen shines with White Macaubas countertops, designer backsplash, and a premium Thermador appliance package including a 36'' dual fuel range, 42'' refrigerator, dishwasher, and microdrawer. The primary suite is a true retreat with a spa-inspired bath, soaking tub, and elegant tile work. Covered outdoor living enhances year-round enjoyment. A beautifully built home where quality, comfort, and timeless style come together.

3360 NW Celilo Lane Lot 291 Unit Lot 291, Bend

Listing courtesy of eXp Realty, LLC.

$1,575,000
4 Beds 5 Baths 220210957 MLS
Discover a luxurious, new construction home tucked into the buttes, nestled privately among juniper and sage, offering expansive views to the East. A welcoming covered front porch, accented with stately stone, introduces a grand entryway. The impressive interior features exposed wood beams, abundant natural light pouring in through numerous windows, and a beautiful stone fireplace creates a warm ambiance. Functionality meets sophistication with a main-level office, massive mudroom/laundry with sink, and walk-in kitchen pantry. The exceptional floor plan is built for comfort and privacy: the main level hosts the luxurious Primary Suite (complete with a private deck and spa bath) plus two additional guest suites, each with ensuite baths. A large Bonus Room and the final guest suite complete the upper level. This home offers the perfect blend of high-end finishes and functional living in a coveted, private Brasada Ranch setting. Membership offers exclusive ranch lifestyle.

13210 SW Seven Peaks Loop, Powell Butte

Listing courtesy of Brasada Ranch Real Estate.

$1,575,000
4 Beds 3 Baths 220205281 MLS
Set in the West Hills of Grants Pass, Kudlac Ranch offers 89.28 acres of productive farmland just 3 miles from downtown. Known for producing award-winning Hereford bulls, including the 2024 Supreme Champion at the Red Bluff Bull Sale, this ranch combines functional operational with natural beauty. With 85 irrigated acres and 55 acres of Class II soils, the land is well-suited for efficient, large-scale farming. The 2,350 SF farmhouse features 4 bedrooms, 2.5 bathrooms, an updated roof, HVAC, and vinyl windows—ready for your finishing touches. A standout feature is the 8,000 sq ft barn with generator-ready wiring, equipment bays, cattle handling facilities, and ample room for hay or vehicle storage. The property also includes a scenic pond and a sliver of Rogue River frontage, where irrigation water is pumped from. Just minutes from shopping, dining, golf, and boating, this is a rare opportunity to own a premier farmstead in a prime Southern Oregon location.

3290 Lower River Road, Grants Pass

Listing courtesy of John L. Scott Medford.

$1,570,000
4 Beds 4 Baths 220221074 MLS
Don't miss this spectacular Northwest-style home, offering 3,959 square feet of luxurious living space with an open floor plan, perfect for entertaining. Nestled in a private setting on 0.45-acre lot in Awbrey Butte, featuring expansive decks that provide a peaceful atmosphere. This stunning home has 4 bedrooms, 3.5 bathrooms, the living room is enhanced by built-in cherry wood cabinets, a cozy fireplace. The primary suite serves as a personal retreat, complete with a fireplace, private deck, spacious walk-in closet, & lavish 5-piece bathroom. A second ensuite bedroom is conveniently located on the main floor, making it ideal for guests or those preferring to avoid stairs. The gourmet kitchen is a chef's dream featuring a 6-burner gas cooktop, a built-in oven & granite countertops that seamlessly flow into the dining room & outdoor living area. Downstairs lives like a separate apartment with it's own entrance. The oversized 2-car garage includes a large workspace & built-in cabinets.

3063 NW Duffy Drive, Bend

Listing courtesy of Bend Premier Real Estate LLC.

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